You are on page 1of 43

11/4/2020 Resins

(https://www.usda.gov/) (https://www.fs.fed.us/)
U.S. FOREST SERVICE
Caring for the land and serving people
United States Department of Agriculture

Home (../../) / Wildflowers (../) / Ethnobotany (./) / Resins

Resins

What is a plant resin?


What do you think of when someone says resin? Images of sticky, gummy sap-like substances instantly
jump to mind and most people consider all these plant products to be resins. Not all these sappy liquids
are resins however.

Resins are plant products that,

are not soluble in water,

harden when exposed to air,

do not play a role in the fundamental processes of the plant, and

are generally produced by woody plants.

Resins are produced in special resin cells in plants, and are also produced when an injury occurs to the
plant. Resins can be produced through the bark of a tree, the flowers of an herb, or the buds of a shrub.

Think of a pine tree that has a missing tree limb. What do you see? Sticky “sap” flows from the tree,
essentially making a bandage over the wound that hardens and eventually fossilizes into an incredibly
hard substance called amber.

What is not a resin? (/wildflowers/ethnobotany/images/resins/pineresin_


Pine resin.
Plants produce many compounds that can be confused with
resins. These compounds include:

Gums (/wildflowers/ethnobotany/gums.shtml)

Mucilage

Oils and Fats (/wildflowers/ethnobotany/oils.shtml)

Waxes (/wildflowers/ethnobotany/waxes.shtml)

Latex (/wildflowers/ethnobotany/latex.shtml)
(/wildflowers/ethnobotany/images/resins/sundew_lg.jpg)
Carnivorous plants such as the spoon-leaved

Resinous Plants sundew (/wildflowers/plant-of-the-


week/drosera_intermedia.shtml) (Drosera
intermedia) use mucilage to trap insects.
Resins can occur as part of these other compounds, such as
latex. Latex can contain resin, making the plant a resinous
plant. There are many resinous plants all around the world. Although many resinous plants are not native to North America, some have established
themselves here and are even considered weeds (/wildflowers/invasives/index.shtml).

Conifers
cedar

fir

juniper

pine

redwood

spruce

yew

larch

https://www.fs.fed.us/wildflowers/ethnobotany/resins.shtml 1/5
11/4/2020 Styrax - Wikipedia bahasa Indonesia, ensiklopedia bebas

Styrax
Styrax adalah nama "marga" atau "genus" perdu-perduan
atau pohon kecil anggota suku Styracaceae. Marga yang Styrax
beranggotakan sekitar 130 spesies ini kebanyakan menyebar di
Asia timur dan tenggara di wilayah beriklim hangat hingga
tropika di sebelah utara katulistiwa; meskipun juga menyebar
ke belahan bumi selatan di Amerika Selatan[1]. Beberapa
spesiesnya merupakan pohon-pohon penghasil kemenyan.

Marga Pamphilia, kadang-kadang masih dianggap terpisah,


kini digabungkan ke dalam Styrax berdasarkan kajian
morfologis dan DNA.[2]

Perdu Styrax tumbuh antara 2-14 m, dengan daun-daun


tunggal bundar telur 1–18 cm × 2–10 cm; selalu hijau atau
mengalami gugur daun. Bunga menggantung, dengan mahkota
putih bertaju 5–10; berkumpul dalam malai terbuka atau
malai rapat berisi 3 – 30 kuntum, hingga sepanjang 25 cm.
Buah batu bulat memanjang, kering atau berdaging.
Kemenyan durame (Styrax benzoin)
menurut Franz Eugen Köhler: Köhler's
Medicinal Plants (1887)
Daftar isi
Klasifikasi ilmiah
Pemanfaatan
Setanggi Kerajaan: Plantae
Pengobatan (tanpa takson): Angiospermae
Kayu
(tanpa takson): Eudikotil
Pertamanan
(tanpa takson): Asteridae
Contoh spesies
Referensi Ordo: Ericales

Pustaka Famili: Styracaceae


Genus: Styrax
L.
Pemanfaatan
Species

Setanggi Sekitar 130, lihat teks

Kemenyan adalah getah (resin, hars) Sinonim


yang dikeluarkan oleh luka-luka
memar di kulit batang pohon
Pamphilia Mart. ex A. DC.
beberapa spesies Styrax yang
tumbuh di Sumatra, Jawa, Malaysia
dan Thailand. Beberapa jenis yang
Kemenyan, seperti yang biasa diperdagangkan adalah kemenyan sumatra yang berasal dari pohon
dijual di Gombong kemenyan durame (S. benzoin) dan kemenyan toba (S. paralleloneurus),
serta kemenyan siam yang dihasilkan oleh pohon S. tonkinensis dan S.
benzoides.

https://id.wikipedia.org/wiki/Styrax 1/5
11/4/2020 Styrax - Wikipedia bahasa Indonesia, ensiklopedia bebas

Kemenyan telah diperdagangkan semenjak zaman dahulu sebagai bahan parfum, setanggi, dan juga
bahan obat-obatan. Kemenyan dalam bahasa Inggris dikenal sebagai benzoin. Kata ini kemungkinan
berasal dari bahasa Arab lubān jāwī (‫ﻟﺒﺎن ﺟﺎوي‬, setanggi dari Jawa); yang melalui jaringan
perdagangan Laut Tengah berubah dalam pengucapan menjadi benjawi dalam bahasa Katalunya,
benjuì dalam bahasa Italia, dan akhirnya benzoë dalam bahasa Latin.

Kemungkinan pada masa lampau ada beberapa banyak bahan setanggi yang aroma dan sifatnya
bermiripan, sehingga acap dipertukarkan nama dan penggunaannya. Pohon Liquidambar orientalis
dari Turki menghasilkan resin yang serupa, yang dikenal dalam perdagangan sebagai storax atau
Levant styrax. Diduga, kemenyan dari jenis inilah –setidaknya sebagian– yang pada masa lalu
diperdagangkan di wilayah Yunani dan Romawi kuno; meskipun pada masa yang sebelumnya
kemenyan dari sejenis Styrax –mungkin dari S. officinalis – memang diimpor oleh pedagang Funisia
dari wilayah Timur Dekat. Beranekanya kemenyan yang beredar ini juga terlihat dari catatan
Herodotos, ahli sejarah dari abad ke-5 s.M.[3].

Pengobatan

Resin kemenyan telah lama digunakan dalam pengobatan. Ibnu


Sina (‫اﺑﻦ ﺳﯿﻨﺎ‬, Avicenna), ahli kedokteran Islam, telah membahas
kemenyan S. officinalis dalam bukunya Al-Qanun fi al-Tibb
(‫اﻟﻘﺎﻧﻮن ﻓﻲ اﻟﻄﺐ‬, Aturan-aturan Pengobatan). Ia menyarankan
penggunaan kemenyan, dicampur dengan bahan pengeras dan
antibiotika, untuk mengobati dan menambal gigi. Kemenyan
juga termasuk salah satu komponen dalam pembuatan "Theriaca
Andromachi Senioris", semacam obat anti racun dan penyembuh
aneka penyakit dari abad ke-17.
Ego no hana: bunga-bunga cantik
Tingtur benzoin, yakni larutan kemenyan dalam alkohol, Styrax japonicus
digunakan sebagai desinfektan dan anestesi lokal untuk
mengobati luka-luka kecil. Uap tingtur benzoin yang diteteskan
dalam air panas dan dihirup, digunakan untuk menyembuhkan pilek, bronkitis dan juga asma.

Kayu

Jenis-jenis tertentu menghasilkan kayu yang cukup baik untuk


kerajinan. Kayu egonoki ( エ ゴ ノ キ , S. japonicus ) dari Jepang
digunakan untuk membuat kokyū ( 胡 弓 ), alat musik gesek
semacam kecapi.

Pertamanan

Beberapa jenis Styrax merupakan pohon hias yang populer Kokyū, dimainkan oleh gadis di
sebelah kanan
untuk taman, khususnya S. japonicus dan Styrax obassia.

Contoh spesies

https://id.wikipedia.org/wiki/Styrax 2/5
Journal of Arid Environments 182 (2020) 104253

Contents lists available at ScienceDirect

Journal of Arid Environments


journal homepage: www.elsevier.com/locate/jaridenv

Phytochemistry, traditional uses and biological effects of the desert plant


Styrax officinalis L
Nidal Jaradat
Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, P.O. Box 7, 00970, Nablus, Palestine

A R T I C L E I N F O A B S T R A C T

Keywords: Styrax officinalis L. is an important medicinal plant that grows in the desert, subtropics, temperate climate, and
Styrax officinalis Mediterranean Basin regions.. It has been used for medicinal, religious, agricultural and cosmetic purposes. This
Styracaceae review aimed to collect from the literature, all the available data about the phytochemistry, traditional medicinal
Phytochemistry
uses, evidence-based uses, morphology and habitat of S. officinalis plant. This report is a review of the literature
Traditional uses
Biological activity
concerning S. officinalis chemical constituents, description, origin, traditional medicinal and evidence-based uses
Morphology published from 1966 to date. Among the databases searched for primary literature references are Pubmed,
Scientific Information Database, Scopus, Web of Science, Science Direct, Google and Google scholar. In this
search, combinations of the keyword Styrax officinalis with the terms; antibacterial, antifungal, antioxidant,
anticancer, phytochemistry, ethnopharmacology, traditional uses, folk uses, morphology, biological activity,
therapeutic effects and toxicity were applied. The current review showed that various compounds have been
isolated from S. officinalis: leaves, fruits, seeds, flowers and stems such as egonol, egonol oleate, americanin,
several types of phenolic acids and benzofuran derivatives. These natural compounds and their synthetic de­
rivatives in addition to the various parts used as extracts showed valuable biological activities including anti­
tumor, hemolytic, anti-complement, anti-leukemic, antifungal, antibacterial, antioxidant and tyrosinase
inhibitory activities. This review represented a summary of the information concerning S. officinalis different
used parts. However, the areas of isolation and identification of the biologically active compounds of S. officinalis
from the roots and rhizomes also investigation more biological activities of other plant parts are essential to cover
all the scientific fields of S. officinalis.

1. Introduction relationship theories of the drug’s action were experimentally


approved (Rang, 2006; Yuan et al., 2016). This theory said that some
From the beginning of human history, natural products including chemical molecules can affect on specific receptors in a human body and
minerals, animals and plants have been the major sources of therapeutic produce a therapeutic or physiological effects. This led to the beginning
agents for humans and animals. Moreover, traditional therapeutic of a new era in the pharmaceutical industry which started with
remedies are considered one of the basic sources of recently utilized manufacturing of new medications from pure chemical molecules
medications and will remain as one of the essential sources of upcoming instead of herbal extracts (Atanasov et al., 2015). These drugs became
therapeutic agents (Dias et al., 2012; Singh et al., 2018). These crude the most used therapeutic agents for many decades, of which the active
drugs continued to be used until the 19th century when pharmaceutical compounds were chemically synthesized either from chemical com­
companies started to produce officially approved drugs that were pounds or from isolated herbal products such as morphine, papaverine
manufactured mainly from natural products or synthetic materials and codeine from Papaver somniferum, physostigmine from Physostigma
(Koehn and Carter, 2005; Yuan et al., 2016). In fact, the majority of the venenosum, vinblastine and vincristine from Catharanthus roseus and
recently used herbal medications are secondary metabolic phytochem­ hundreds of other natural molecules (Fabricant and Farnsworth, 2001;
ical classes including alkaloids, glycosides, essential oils, terpenoids, Katiyar et al., 2012). In addition, modern medicinal chemistry in­
steroids, flavonoids, tannins and coumarins (Kabera et al., 2014). vestigations started with semi-synthesized drugs from combination of
In the previous century, pharmacologist’s thinking about the use of naturally obtained molecules with chemical ones or produced nano­
therapeutic agents changed as the receptors and structure-activity particles of natural compounds to increase their pharmacokinetic or

E-mail address: nidaljaradat@najah.edu.

https://doi.org/10.1016/j.jaridenv.2020.104253
Received 2 May 2020; Received in revised form 13 June 2020; Accepted 27 June 2020
Available online 20 July 2020
0140-1963/© 2020 Elsevier Ltd. All rights reserved.
N. Jaradat Journal of Arid Environments 182 (2020) 104253

pharmacodynamic effects or to decrease their side effects. extract revealed the presence of triterpenoids, tannins and saponins. A
In the last two decades, there has been a global revolution in the preliminary bioactivity investigation of S. officinalis fruit extract was
investigation of the bioactive herbal products due to the failure of carried out to see its potential as a biopesticide (Dib et al., 2016). In a
conventional synthetic medicines in treating many diseases because study conducted by Yayla et al. they found and identified three saponin
their activities are limited in decreasing the symptoms or they triterpenoids including styrax-saponin A (1), B (2) and C (3) together
completely failed in treating many diseases e.g. autoimmune diseases, with a sapogenin, styrax-deacylsaponin (4) from the S. officinalis peri­
viral infections, cancer, metabolic disorders and many others. carps (Yayla et al., 2002). Moreover, they isolated and identified several
Moreover, most of the global pharmaceutical firms have either compounds of phytochemical compounds in the endocarp parts of
started to produce new drugs from natural sources or have considerably S. officinalis fruits including homoegonolgentiobiside (5), ego­
scaled up their production of natural medicaments. In addition, a huge nolgentiobiside (6), egonol-2000 -methyl butanoate (7), egonol oleate (8)
number of new nutraceutical and food supplemental companies have and americanin A (9) (Pazar and Akgül, 2015).
been opened and started to produce many series of drugs and supple­ Additionally, in an investigation performed by Venditti et al. using
ments. All of these could be attributed to the huge improvements in NMR techniques to identify the phytoconstituents of S. officinalis fruits
automated isolation and identification techniques. collected from Italy, sixteen molecules were recognised including: 1,5-
The majority of the recently used natural medications were prepared anhydro-D-mannitol (styracitol) (10), 2,3,4,6-tetra acetyl-1,5-
from plants which were intensely used in traditional medicine. In fact, unhydro-D-mannitol (11), 1-α-linolenoyl-2-palmitoyl-sn-glycerol (12),
traditional medicine has deep roots in the history of medicine and 1,2-di-α-linolenoyl-3-linoleoyl-sn-glycerol (13), tri-α-linolenoyl-sn-
pharmacy and has a huge variety in many nations and civilizations glycerol (14), 1,2-di-α-linolenoyl-sn-glycerol (15), egonol (16), deme­
(Shen, 2015). However, many types of herbal products that are used in thylegonol (17), sucrose (18), 60 -O-benzoyl-sucrose (19), glutamic acid,
traditional medicine such as Chinese, Indian and Arabian medicines, are succinic acid,lactic acid, raffinose (20), homoegonol (21), glucose and
now used around the world in developed countries (Yuan et al., 2016). which has various therapeutic activities. The presence of these com­
One of the oldest and most famous traditional medicinal plants is pounds provides its nutraceutical properties (Venditti et al., 2018).
Styrax officinalis L., which is considered the formal source of herbal Another investigation was carried out by Anil which found styracitol
medicine that is commonly known as Storax. Storax is an oleo-resin that (10) and sucrose from S. officinalis fruit peels (Anil, 1977).
was used to make Tabernacle incense in the Old Testament (Freedman,
2015). In the ancient Phoenician, Egyptian, Ionian and Roman civili­ 3.2. Seed constituents
zations, Storax was utilized as a therapeutic agent for many diseases
(Vardar and Oflas, 1973a). S. officinalis belongs to Styracaceae family, For screening of the S. officinalis seed constituents, a study by Akgul
which consist mainly of shrubs and small trees inhabiting subtropical and Anil was conducted on the hexane extract. In this study, several
and tropical areas (Fritsch, 2001). The Styracaceae plant family consists phytochemical compounds were isolated and identified including egonol
of eleven genera including the Styrax genus which consists of 130 spe­ (16), 5-(300 -acetoxypropyl)-7-methoxy-2-(30 ,40 -methylenedioxphenyl)-
cies and was first documented by Linnaeus in 1753 (Fritsch et al., 2001; benzofuran (22), 5-(300 benzoyloxypropyl) -7-methoxy-2-(30 ,40 -methyl­
Yan et al., 2018). enedioxyphenyl)-benzofuran (23), Egonol-2”’-methyl butanoate (7),
Styrax species are distributed around the world and are mainly found 5-[300 -(1c-methylbutanoyloxy) propyl]-7-methoxy-2-(30 ,40 -dimethox­
in the Mediterranean basin regions, eastern regions of Asia, northern yphenyl)-benzofuran (24) and 4-[300 -(1c-methylbutanoyloxy) propyl]-2-
parts of America, and most of the species distributed in South America methoxy-(30 ,40 -methylenedioxyphenyl)-1a,5b-dihydrobenzo-[3,4]-
(Fritsch et al., 2001). cyclobutaoxirene (25). The chemical structures of these isolated com­
Styrax genera are commonly called Storax or snowbell, which grows pounds were identified utilizing ESI FTMS, FABMS and 1 and 2D-NMR
from 2 to 14 m in height. The leaves have an oval shape, are evergreen, (COSY, HMQC, HMBC) techniques (Akgul and Anil, 2003b). In fact,
alternate, and deciduous. The length and breadth of the leaf are 1–18 cm egonol (16), 5-[3//-(1c-methylbutanoyloxy)propyl]-7-methoxy-
and 2–10 cm, respectively. Whereas, its flowers are pendulous and white 2-(30 ,40 -methylenedioxyphenyl)-benzofuran (24) and 5-(3//-acetoxy
with 5–10 lobed corollas. The fruits are oblong-shaped and smooth propyl)-7-methoxy2-(30 ,40 -methylenedioxphenyl)-benzofuran (22)
drupes (Huang et al., 2003). compounds were previously isolated from S. obassia seeds
(Lee et al., 2008). Akgul and Anil reported the isolation of
2. Plant morphology and distribution 5-[300 -(2-methylbutanoyloxy) propyl]-7-methoxy-2-(30 ,40 -dimethox­
yphenyl) benzofuran (24) from S. officinalis seeds (Akgul and Anil,
S. officinalis is a perennial deciduous small tree that reaches about 6 2003a).
m in height. Its leaves are soft, simple alternate, rounded or oval-shaped Moreover, Segal et al. reported the isolation and identification of
and have a greenish-white color with hairy lower surfaces. The flower homoegonol (21), in addition to egonol (16) from the glycosidic fraction
has a white color and is bell-shaped. The flower’s ovary is superior with produced after the acid hydrolysis of S. officinalis seeds (Segal et al.,
one pattern while they have 8–16 stamens which double the number of 1967).
petals. In an investigation conducted by Anil, approved the presence of
Its fruits are hairy drupes, have a ball shape, greenish-yellow with other benzofuran glycoside compounds from S. officinalis seeds
soft and long apexes. The fruits have one shiny, brown, and stony seed including egonol-β-gentiotrioside (26), and egonol-β-gentiobioside (6)
(Davis, 1972; Venditti et al., 2018). (Anil, 1980).
The global distribution of S. officinalis grows in the warm temperate Finally, the chemical composition screening of S. officinalis seed oil
and arid regions of the Mediterranean Sea Basin. It grows in various by gas chromatography showed the presence of six fatty acids namely
environments such as in tuff, basalt, sediment rocks, conglomerate and methyl palmitate (11.62%) (27), methyl palmito-oleate (0.64%) (28),
eolianite, it prefers dry rocky slopes at an elevation of up to 1500 m methyl stearate (1.54%) (29), methyl oleate (51.54%) (30), methyl
above sea level (Hegazy Ahmad and lovett-Doust, 2016). linolenate (26.61%) (31) and methyl gadoleate (7.11%) (32) (Vardar
and Oflas, 1973b).
3. Phytochemical components
3.3. Leave constituents
3.1. Fruits constituents
During the three phenological stages, the essential oil of S. officinalis
A preliminary phytochemical screening of S. officinalis fruit pericarp leaves, growing wild in France (Sollie’s-Ville), was investigated using

2
N. Jaradat
Table 1
Phytochemical constituents of S. officinalis various parts and the used solvents in their isolation process. In addition, Table 2 summarized the chemical classifications of S. officinalis various parts phytoconstituents.
Isolated compound Part of the plant extracted Solvent References
used

Styrax-saponin A (1), B (2), C (3) and styrax-deacylsaponin (4). Fruit pericarp Methanol Yayla et al.
(2002)
Homoegonolgentiobiside (5), egonolgentiobiside (6), egonol-2000 -metil butanoate (7), egonol oleate (8) and americanin A (9). Fruit endocarp Hexane Pazar and Akgül
(2015)
1,5-anhydro-D-mannitol (10), 2,3,4,6-tetraacetyl-1,5-anhydro-D-mannitol (11), 1-α-linolenoyl-2-palmitoyl-sn-glycerol (12), 1,2-di-α-linolenoyl-3-linoleoyl-sn-glycerol (13), Fruits Ethanol Venditti et al.
tri-α-linolenoyl-sn-glycerol (14),1,2-di-α-linolenoyl-sn-glycerol (15), egonol (16), demethylegonol (17), sucrose (18), 60 -O-benzoyl-sucrose (19), glutamic acid, succinic acid, (2018)
lactic acid, raffinose (20), homoegonol (21), and glucose.
Styracitol (10) and sucrose. Fruit peels Methanol Anil
(1977)
5-(300 -acetoxypropyl)-7-methoxy-2-(30 ,40 -methylenedioxphenyl)-benzofuran (22), Egonol (16), 5-(300 benzoyloxypropyl)-7-methoxy-2- Seeds Hexane (Akgul and Anil, 2003b;
(30 ,40 -methylenedioxyphenyl)-benzofuran (23), 5-[300 -(1c-methylbutanoyloxy) propyl]-7- methoxy-2-(30 ,40 -methylenedioxyphenyl)- Lee et al., 2008)
benzofuran (6),
5-[300 -(1c-methylbutanoyloxy) propyl]-7-methoxy-2-(30 ,40 -dimethoxyphenyl)-benzofuran (24) and 4-[300 -(1c-methylbutanoyloxy)
propyl] -2-methoxy-(30 ,40 -methylenedioxyphenyl)-1a, 5b-dihydrobenzo-[3,4]-cyclobutaoxirene (25).
3

5-[30 0 -(2-methylbutanoyloxy) propyl]-7-methoxy-2-(30 ,40 -dimethoxyphenyl) benzofuran (24). Ethanol Akgul and Anil (2003a)
2-(3,4-dimethoxyphenyl)-5-(3-hydroxypropyl)-7-methoxybenzofuran (21) in addition to egonol (16) from the glycosidic fraction. Ethanol Segal et al. (1967)
Egonol-β-gentiotrioside (26), egonol-β-gentiobioside (6). Ethanol Anil (1980)
Six fatty acids including methyl palmitate (11.62%) (27), methyl palmito-oleate (0.64%) (28), methyl stearate (1.54%) (29), methyl Petrol ether Vardar and Oflas (1973a)
oleate (51.54%) (30), methyl linolenate (26.61%) (31), and methyl gadoleate (7.11%) (32).
(E)-2-Hexenal (33), geraniol (34), octanol (35), nonanal (36), α-terpineol (37), tridecanal (38), trans-cubebol (39) and geranyl acetone Leaves Water Tayoub et al. (2006a)
(40). (hydrodistillation)
Phenolic acids as gallic (41), gentisic (42), caffeic (43), p-coumaric (44), vanillic (45), ferulic (46) and p-hydroxybenzoic (47). Also, the Methanol Proestos et al. (2006)
leaves contain flavonoids as quercetin (48), naringenin (49), (þ)-catechin (50) and ( )-epicatechin (51).
Melatonin (phytomelatonin) (52). Methanol Zohar et al. (2011)
Triacontanol (53), ginnon (54), myriston (55), n-octacosan (56), n-nonacosan (57), β-sitosterol (58) and styracit (59). Petroleum ether Ulubelen and G€ oren
(1973)
Linalool (60), tridecanal (38) and dodecane (61). Flowers Water Tayoub et al. (2006b)
(hydrodistillation)
Eugenol (62) and α-terpineol (37). Stems Water Tayoub et al. (2006b)

Journal of Arid Environments 182 (2020) 104253


(hydrodistillation)
Styraxin (2-exo-(30 ,40 -methylenedioxyphenyl) 6-exo-(300 -methoxy,400 -hydroxypheny1)-4-0x0–3,7-dioxabicyclo-(3,3, 0) octane) (63) Aerial Ethanol (Ulubelen, 1976;
and Δ7–stigmasteryl–3 β–d–glucoside (64). parts Ulubelen et al., 1978)
N. Jaradat Journal of Arid Environments 182 (2020) 104253

Table 2
Classification of S. officinalis constituents.
Classes S. officinalis constituents

Benzofuran Homoegonolgentiobioside (5), egonolgentiobiside (6), egonol-2000 -methyl butanoate (7), egonol oleate (8), homoegonol (21), egonol (16), demethylegonol
(17), 5-(300 -acetoxypropyl)-7-methoxy-2-(30 ,40 -methylenedioxphenyl)-benzofuran (22), 5-(300 benzoyloxypropyl)-7-methoxy-2-(30 ,40 -methylenedioxyphenyl)-
benzofuran (23), 5-[300 -(1c-methylbutanoyloxy) propyl]-7- methoxy-2-(30 ,40 -methylenedioxyphenyl)-benzofuran (7), 5-[300 -(1c-methylbutanoyloxy) propyl]-
7-methoxy-2-(30 ,40 -dimethoxyphenyl)-benzofuran (24) and 4-[300 -(1c-methylbutanoyloxy) propyl] -2-methoxy-(30 ,40 -methylenedioxyphenyl)-1a, 5b-dihy­
drobenzo-[3,4]-cyclobutaoxirene (25), 5-[30 0 -(2-methylbutanoyloxy) propyl]-7-methoxy-2-(30 ,40 -dimethoxyphenyl) benzofuran (24), 2-(3,4-homoegonol
(25), egonol-β-gentiobioside (7) and Egonol-β-gentiotrioside (26),
Lipid 1-α-Linolenoyl-2-palmitoyl-sn-glycerol (12), 1,2-di-α-linolenoyl-3-linoleoyl-sn-glycerol (13), tri-α-linolenoyl-sn-glycerol (14),1,2-di-α-linolenoyl-sn-glycerol
(15), methyl palmitate (27), methyl palmito-oleate (28), methyl stearate (29), methyl oleate (30), methyl linolenate (31), and methyl gadoleate (32).
Flavonoids Quercetin (48), naringenin (49), (þ)-catechin (50), and ( )-epicatechin (51).
Phenolic acids Gallic (41), gentisic (42), caffeic (43), p-coumaric (44), vanillic (45), ferulic (46) and p-hydroxybenzoic acids (47).
Carbohydrates 1,5-Anhydro-D-mannitol (styracitol) (10), 2,3,4,6-tetraacetyl-1,5-anhydro-D-mannitol (11), sucrose (18), 60 -O-benzoyl-sucrose (19), raffinose (20), glucose,
and styracit (59).
Saponin Styrax-saponin A (1), B (2), C (3) and styrax-deacylsaponin (4).
triterpenoids
Fatty aldehydes (E)-2-Hexenal (33), nonanal (36), and tridecanal (38).
Monoterpenoids Geraniol (34), α-terpineol (37), geranyl acetone (40), and linalool (60).
Hydrocarbons n-Octacosan (56), n-nonacosan (57), and dodecane (61).
Fatty alcohol Octanol (35) and triacontanol (53).
Dioxin Americanin A (9).
Hydrocarbon Ginnon (54) and myriston (55).
ketones
Biogenic amine Melatonin (phytomelatonin) (52).
Organic acid Succinic acid and lactic acid.
Phenylpropanoid Eugenol (62).
Phytosteroids β-Sitosterol (58) and Δ7–stigmasteryl–3–β–d–glucoside (64).
Sesquiterpenoids Trans-cubebol (39).
Amino acids Glutamic acid
Lignan Styraxin (2-exo-(30 ,40 -methylenedioxyphenyl) 6-exo-(300 -methoxy,400 -hydroxypheny1)-4-0x0–3,7-dioxabicyclo-(3,3, 0) octane) (63).

Moreover, Appendix 1 contains the chemical structures of all of the identified phytochemicals from S. officinalis various parts.

GC and GC-MS techniques. However, the essential oil yields were low contained alkaloids, cardiac glycosides, phenols, saponin glycoside,
(0.01–0.02%). The major essential oils in the vegetative, flowering and volatile oils, tannins, steroids and flavonoids. While, its organic extract
fruiting stages were (E)-2-hexenal (33), geraniol (34), octanol (35), contained cardiac glycosides, starch, volatile oils, steroids and flavo­
nonanal (36), α-terpineol (37), tridecanal (38), trans-cubebol (39) and noids (Jaradat et al., 2018). The identified compounds in different parts
geranyl acetone (40) (Tayoub et al., 2006a). While, the major com­ of S. officinalis are summarized in Table 1.
pounds in the leaf of S. officinalis from south-eastern France were
(E)-2-hexenal, and geranial essential oils (Tayoub et al., 2006b). 4. Traditional uses
In addition, S. officinalis leaves contain various phenolic acids such as
gallic (41), gentisic (42), caffeic (43), p-coumaric (44), vanillic (45), In fact, S. officinalis has been known for its oleo-resin (Storax) since
ferulic (46) and p-hydroxybenzoic (47). They also contain flavonoids ancient times. It has been used by Ionians, Phenicians, Romans and
such as quercetin (48), naringenin (49), (þ)-catechin (50) and Egyptians as an incense material and in therapeutics. Storax resin had a
( )-epicatechin (51) (Proestos et al., 2006). great economical value in the trade from the east for a long time which is
Furthermore, a study by Zohar et al. found that S. officinalis leaves lost due to the loss of pre-existing traditional knowledge and recently it
contain a considerable amount of melatonin (phytomelatonin) (52) is utilized only in the Roman Catholic Churches in Europe (Polunin
which serves as both a seasonal and a daily time signal, affecting ver­ et al., 1965).
tebrates’ photoperiodism and circadian rhythm (Zohar et al., 2011). In addition, in many Muslim countries, Storax is used for the
From the petroleum ether extract of S. officinalis leaves, a hydrocarbon manufacture of praying beads and incense which is burned to produce
alcohol (triacontanol) (53), hydrocarbon ketones (ginnon (54), myr­ smoke that is used mainly to clean the evil eye (Arican and Genç, 2013).
iston (55)), simple hydrocarbons (n-octacosan (56)), n-nonacosan (57)) Moreover, in Latin American traditional medicine, it is used therapeu­
and steroidal compounds (β–sitosterol (58)) and an unknown trihydroxy tically as an antiseptic, expectorant and also for the treatment of heart
steroidal alcohol) were obtained. Besides, styracit (59) sugar, was iso­ illnesses, apoplexy, leprosy, constipation and bronchitis (Khan and
lated from the alcoholic extract of the S. officinalis leaves (Ulubelen and Abourashed, 2011). In addition, it is used externally to cure skin sores
Go€ren, 1973). and for the treatment of scabies (Ying, 2004). Furthermore, a mixture of
Moreover, a study conducted by Tayoub et al. found that the major benzoin balsam and Storax has been broadly used by the Pharaohs to
compounds in the essential oil of S. officinalis flowers were linalool (60), cure chronic respiratory tract infectious diseases and microbial in­
tridecanal (38) and dodecane (61), while eugenol (62) and α-terpineol fections, cough and wounds (Demiray et al., 2013; Modugno et al.,
(37) essential oils were the major components in the essential oil of 2006).
S. officinalis stems (Tayoub et al., 2006b). In India, the whole S. officinalis plant has been utilized traditionally
In addition, the lignan compound styraxin (2-exo-(30 ,40 -methyl­ as antibacterial, antifungal and for accelerating the wound healing
enedioxyphenyl) 6-exo-(300 -methoxy,400 -hydroxypheny1)-4-0x0–3,7- process. It is also used to treat skin ulcers, amenorrhea, and scabies.
dioxabicyclo-(3,3, 0) octane) (63) (Ulubelen et al., 1978) and phytos­ While its tincture is used as a mouthwash as well as against asthma,
terol Δ7–stigmasteryl–3-β–D–glucoside (64) were isolated from the coughs, gonorrhea, tuberculosis, and edema (Chopra et al., 1986; Hey­
aerial parts of S. officinalis plant (Ulubelen, 1976). wood, 1993).
However, the preliminary phytochemical screening established by Additionally, in traditional Jordanian and Palestinian medicines,
Jaradat et al. showed that the aqueous extract of S. officinalis leaves S. officinalis seeds are used in cases of skin rash, leprosy and many other

4
N. Jaradat Journal of Arid Environments 182 (2020) 104253

Table 3
Summary of the bioactivities of S. officinalis compounds.
Bioactivity Isolated Potency References
compounds
Bacterial strain (s) MIC (mg/ml)

Antibacterial activity Egonol Bacillus subtilis 800 Oztürk


€ et al.
Escherichia coli 800 (2008)
Staphylococcus aureus 800
Haemophilus influenzae >400 Bertanha et al.
Klebsiella pneumoniae >400 (2013)
Pseudomonas aeruginosa 400
Streptococcus pneumonia 400
Streptococcus pyogenes >400
Homoegonol Haemophilus influenzae >400 Bertanha et al.
Klebsiella pneumoniae >400 (2013)
Pseudomonas aeruginosa >400
Streptococcus pneumoniae >400
Streptococcus pyogenes >400
Americanin A Staphylococcus epidermidis 1 De La
Cruz-S� anchez
et al. (2019)
Staphylococcus haemolyticus 1 De La
Cruz-S� anchez
et al. (2019)
Antifungal activity Egonol Candida albicans 800 Oztürk
€ et al.
(2008)
Styrax Aspergillus niger 12 Zehavi et al.
saponin A Fusarium oxysporum f. sp. Lycopersici 11.7 (1986)
Rhizopus mucco 25
Trichoderma viride 3.4
Hemolytic activity Styrax H50 ¼ 0.7 mg/ml Segal et al.
saponin A (1966b)
Sapogenin B H50 ¼ 3 mg/ml
Cytostatic activity Egonol Human leukemia HL-60 and MOLT-4 cell lines Cytostatic IC50 ¼ 2.6 and 10 mg/ml, respectively. Hirano et al.
(1994)
Cytotoxic activity Egonol Hep-2 (larynx epidermoid carcinoma), HeLa (human Egonol has cytotoxic activity against C6 and Hep- Teles et al. (2005)
cervix carcinoma) and C6 (rat glioma) cell lines. 2 with IC50 values of 10.5 and 11.8 μM/ml,
respectively. While it did not show cytotoxic
activity against HeLa cancer cell line.
Homoegonol Tested against Hep-2 (larynx epidermoid carcinoma), Has cytotoxic activity only against HeLa cancer Teles et al. (2005)
HeLa (human cervix carcinoma) and C6 (rat glioma) cell cell line with an IC50 value of 16.5 μM/ml.
lines.
Styraxin Against lung carcinoma cell line (A549) and pancreatic Enhances the cytotoxicity for both cell lines at Konuklugil
carcinoma cell line (MIA-PaCa). IC50 dose of 21.72 μg/ml (1994), Moein
(2015)
Anticancer activity Americanin A Evaluated against cyclin B1 and its partner cell division Suppressed the activity with 45% and 55.7%, Jung et al. (2015)
cycle 2 (cdc2) to prevent entry into mitosis and to respectively and has tumor inhibitory activity
estimate the tumor growth in a xenograft human colon with an IC50 value of 9.0 μM with a tumor volume
cancer HCT116 on mice model. reduction 45%
Antiinflammatory Americanin A Determined its ability to inhibit the induction of edema, The inhibition rates were 29.1% and 41.3% at the Lee et al. (1985)
activity granuloma formation, arthritis and leucocyte emigration doses of 30 and 100 mg/kg, respectively
in CMC-pouch in male Sprague-Dawley rats
Antioxidant Egonol Evaluated its activity in the production of nitric oxide Inhibited significantly the production of (NO) and Timmers et al.
(NO) and in the release of reactive oxygen species (ROS). (ROS) with IC50 values of 1 μg/ml and 1.1 μg/ml, (2015)
respectively.
Americanin A Estimated its to reduce free DPPH radicals Americanin A has free radical scavenging activity Takahasi et al.
with an IC50 value of 10 μM in comparison with (2003)
Catechin which has free radical scavenging
activity IC50 value of 8 μM.
Evaluated its potentials in the DPPH radical scavenging Has DPPH free radical scavenging activity with an Masuda et al.
and superoxide dismutase (SOD) like potentials IC50 value of 11 μM and SOD-like potential with (2009)
an IC50 value of 170 μM
Toxic activity Americanin A The toxicity tested on normal human lung epithelial cells No toxicity observed in normal cells (IC50 > 100 Dietz and Bolton
(MRC-5) μM) (2011)
Tyrosinase inhibitory Americanin A Determined its ability to inhibit the tyrosinase enzyme Has potential tyrosinase inhibitory activity with Masuda et al.
activity an IC50 dose of 2.7 μM. (2009)
Acetylcholinesterase Egonol oleate Tested anti-acetylcholinesterase inhibitory activity Has inhibitory potency against hAChE with IC50 Liu et al. (2011)
inhibitory activity against human (hAChE) and eel (EeAChe). dose of 1.8 � 0.3 μM and inhibitory activity
against EeAChe with IC50 value of 1.4 � 0.5 μM

Further experiments are required to identify the chemical constituents and biological activity of S. officinalis roots and rhizomes, as well as these parts of the plant, not
yet investigated. In addition, toxicological tests are required to cover the safety issues of all used parts of this plant species. Moreover, various in-vivo anticancer,
antiviral, and other biological activities screenings are required to cover in-depth the therapeutic potential of this important plant species and the ability to use it in
modern medicine.

5
N. Jaradat Journal of Arid Environments 182 (2020) 104253

skin diseases (Jaradat, 2005; Lev and Amar, 2002). While its leaves and and found that these compounds have a strong hemolytic activity and
flowers infusions are utilized in traditional medicine against coughs and produced hemolysis at equal molar concentrations. They also found that
for the treatment of diphtheria and leucorrhoea (Al-Qura’n, 2009; the esterification process increases this property and suggested that the
Al-Qura’n, 2015). aglycone part of the saponin molecule is the main factor in increasing
Moreover, in old Islamic medicine, S. officinalis oleo-resin, fruits, and the hemolytic property of saponins (Segal et al., 1966a).
leaves were utilized orally to cure malignant tumors, fever, intestinal Shahjahan and Islam investigated the efficacy of S. officinalis oleo-
ulcers, kidney and bladder pains, bronchitis, ophthalmitis, rash, tooth­ resin as a suspending agent for the formulation of antacids drugs. The
ache, acute earache and hemorrhoids (Mahdizadeh et al., 2015). results revealed that the oleo-resin at lower concentrations produced
Besides, in traditional Indian medicine, S. officinalis is prepared as a effects on the sedimentation volume similar to those produced by so­
paste by smashing the fruits then boiling them until dryness and the dium carboxy methyl cellulose. In addition, it produced better floccu­
powder formed is mixed with cow milk, sugar, and fat. This mixture is lation with a moderate increase in viscosity compared to sodium
traditionally used as a strong male-sterilizer (Lal and Lata, 1980). While carboxy methyl cellulose and did not interfere with the acid-consuming
in Iranian folk medicine, S. officinalis seed oil is used for the treatment of capacity of antacid suspensions (Shahjahan and Islam, 1998).
constipation (Mozaffarpur et al., 2012). Moreover, activated carbon prepared from S. officinalis seeds has a
remarkable surface area (1212 m2/g) and has an adsorption ability of
5. Evidence-based uses zinc and lead from contaminated aqueous solutions (Depci et al., 2013).
Besides, saponin rich S. officinalis extract showed strong ichthyotoxic
The aqueous and organic extracts of S. officinalis leaves have a po­ and molluscicidal effects. without any noticeable bad effect on the snail
tential antioxidant activity with IC50 values of 11.7 � 0.53 and 15.5 � upon ingestion (Dib et al., 2016).
0.69 μg/ml, respectively in comparison with Trolox which has an IC50 Table 3 summarizes the collected data about the biological activities
value of 2.8 μg/ml. The same study also revealed that the organic extract of S. officinalis isolated compounds.
of S. officinalis leaves was the best antimicrobial agent against Staphy­
lococcus aureus, Enterococcus faecium and Candida albicans with MIC of 6. Conclusion
12.5 mg/ml for all pathogens. The aqueous extract displayed better
antibacterial activity against Methicillin Resistance Staphylococcus The leaves, resins, fruit, fruit peels, flowers, and seeds of the
aureus (MRSA) and Pseudomonas aeruginosa with MIC values of 3.125 S. officinalis plant offer resourceful natural products due to their various
and 6.25 mg/ml, respectively (Jaradat et al., 2018). biological characteristics. The summary of the collected data in the
Another study showed that the methanolic extract of S. officinalis current review revealed that S. officinalis is an essential and valuable
fruit has potent antifungal activity against Phytophthora infestans and medicinal plant used in the folk medicine in treating of cardiovascular
could be used as a potent biocide to treat late blight disease in plants diseases, tuberculosis, edema, apoplexy, leprosy, constipation, skin
(Yanar et al., 2011). sores, scabies, respiratory tract diseases, skin rash, diphtheria, leucor­
In addition, the methanol extract from S. officinalis fruits has anti­ rhoea, malignant tumors, fever, intestinal ulcers, infectious diseases,
bacterial activity against Staphylococcus aureus and Escherichia coli kidney and bladder pains, ophthalmitis, toothache, acute earache and
strains. This activity was compared with potent broad-spectrum anti­ hemorrhoids. As a traditional medicine, the biological and pharmaco­
biotics such as ceftriaxone, amikacin, and cefepime (Mansour et al., logical studies of the plant materials, crude extracts, and isolated
2016). chemical constituents of S. officinalis offered experimental and scientific
However, saponin A which was isolated from S. officinalis fruit and its proofs for some of its traditional uses. The pharmacological studies
debenzylated derivatives showed antimycotic activity against plant focused on studying the antibacterial, antifungal, antioxidant, antiin­
pathogens including Rhizopus mucco, Aspargillus niger, Fusarium oxy­ flammatory, antitumor, hemolytic and cytotoxic effects, all of which
sporum and Trichoderma viride (Zehavi et al., 1986). confirmed most of the plant’s traditional uses. Moreover, some new
Another study evaluated the antimicrobial activity of egonol and its pharmaceutical and pharmacological uses were discovered, such as it
derivatives which were obtained from S. officinalis seeds against uses as a suspending agent for the formulation of antacid drugs, super­
Escherichia coli, Candida albicans, Bacillus subtilis, and Staphylococcus oxide radical scavenging, antioxidant, antityrosinase, and acetylcho­
aureus. The obtained results revealed that egonol and its synthesized linesterase inhibitory activities. However, there was no experimental
derivatives have a similar antimicrobial activity (Oztürk
€ et al., 2008). and pharmacological evidence to prove the other traditional uses of this
Moreover, egonol and its synthetic derivatives isolated from S. officinalis plant species such as in case of in cardiovascular diseases, tuberculosis,
and other Styrax species seeds have attracted the attention of scientists apoplexy, leprosy, constipation, scabies, skin rash, diphtheria, leucor­
due to their antifungal, antibacterial (Emirdag �-Oztürk
€ et al., 2011; rhoea, fever, kidney and bladder pains, ophthalmitis, toothache, acute
Pauletti et al., 2000), anti-complement (Min et al., 2004), cytotoxic (Li earache, and hemorrhoids. In fact, molecules isolated from S. officinalis
et al., 2005) and antileukemic activities (Hirano et al., 1994). and its crude extracts possessed a broad spectrum of therapeutic prop­
A study conducted by Nakano et al. found that the hydro-alcoholic erties and a wide range of bioactive molecules such as egonol, homo­
extract of the aerial parts of S. officinalis has an antitumor activity egonol, styraxin, styrax-saponin A, sapogenin B, americanin A, egonol
(Nakano et al., 1967). Moreover, americanin A which was obtained from oleate and phenolic acid derivatives were isolated from its different
S. officinalis fruit endocarps and Morinda citrifolia seeds exhibited both parts as clearly evident from the current review. Investigations aimed at
DPPH free radical scavenging and tyrosinase inhibitory properties determining it’s in vivo toxicological and safety characteristics, the
(Masuda et al., 2009). While, egonol oleate which was also obtained active compounds from its roots and rhizomes and screening for more
from S. officinalis fruit endocarps significantly inhibited both human different in vivo therapeutic activities of the various S. officinalis plant
acetylcholinesterase (hAChE) and eel acetylcholinesterase (EeAChe) parts could contribute positively to the discovery of new therapeutic
activity (Liu et al., 2011; Pazar and Akgül, 2015). agents. Nevertheless, more studies should be done to understand the
In addition, Segal et al. investigated the effect of the esterification pharmacokinetics and pharmacodynamic effects of the plant bioactive
products of sapogenin and saponin which are obtained from S. officinalis, chemical constituents. The outcome of this study could establish the

6
N. Jaradat Journal of Arid Environments 182 (2020) 104253

basis for its future clinical utilization in modern science. In addition, Acknowledgments
most of the traditional uses of S. officinalis still need to be testified using
more modern methods and further clinical trials. Few more aspects such The author wishes to thank An-Najah National University for its
as pharmacokinetics, molecular biology, and natural medicinal chem­ support.
istry should be utilized to study its phytochemical standardization and
bioactivity determination according to its metabolism. Appendix 1. Chemical structures of S. officinalis various parts
components
Declaration of competing interest

The authors declare that they have no known competing financial


interests or personal relationships that could have appeared to influence
the work reported in this paper.

7
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

8
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

9
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

10
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

11
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

12
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

13
N. Jaradat Journal of Arid Environments 182 (2020) 104253

. (continued).

References from aqueous solution, international porous and powder materials symposium and
exhibition (PPM 2013), izmir, Turkey. Izmir 646–650.
Dias, D.A., Urban, S., Roessner, U., 2012. A historical overview of natural products in
Ahmad, Hegazy, lovett-Doust, J., 2016. Plant Ecology in the Middle East. Oxford
drug discovery. Metabolites 2, 303–336.
University Press, UK.
Dib, R., Makhoul, K., Maalouf, R., 2016. Preliminary bioactivity investigation of Styrax
Akgul, Y.Y., Anil, H., 2003a. Benzofuran from seeds of Styrax officinalis. Fitoterapia 74,
officinalis fruit extract as potential biopesticide. J. Pharmacogn. Phytotherapy 8,
743–745.
209–213.
Akgul, Y.Y., Anil, H., 2003b. Benzofurans and another constituent from seeds of Styrax
Dietz, B.M., Bolton, J.L., 2011. Biological reactive intermediates (BRIs) formed from
officinalis. Phytochemistry 63, 939–943.
botanical dietary supplements. Chem. Biol. Interact. 192, 72–80.
Al-Qura’n, S., 2009. Ethnopharmacological survey of wild medicinal plants in Showbak.
Emirda� g-Oztürk,
€ S., Karayildirim, T., Anil, H., 2011. Synthesis of egonol derivatives and
Jordan. J. Ethnopharmacol 123, 45–50.
their antimicrobial activities. Bioorg. Med. Chem. 19, 1179–1188.
Al-Qura’n, S., 2015. Ethnobotany of analgesic/stimulant plants used by the inhabitants
Fabricant, D.S., Farnsworth, N.R., 2001. The value of plants used in traditional medicine
of Ajloun, Northern Jordan. Arnaldoa 22, 49–58.
for drug discovery. Environ. Health Perspect. 109, 69–86.
Anil, H., 1977. Isolation of styracitol and sucrose from fruit peels of Styrax officinalis L.
Freedman, P., 2015. Health, wellness and the allure of spices in the middle ages.
Chem. Abstr. 90, 1148–1155.
J. Ethnopharmacol. 167, 47–53.
Anil, H.s., 1980. Four benzofuran glycosides from Styrax officinalis. Phytochemistry 19,
Fritsch, P.W., 2001. Phylogeny and biogeography of the flowering plant genus Styrax
2784–2786.
(Styracaceae) based on chloroplast DNA restriction sites and DNA sequences of the
Arican, Y., Genç, G.E., 2013. A preliminary ethnobotanical survey of Kumluca (Antalya).
internal transcribed spacer region. Mol. Phylogenet. Evol. 19, 387–408.
J. Fac. Pharm. Istanb. Univ. 43, 95–102.
Fritsch, P.W., Morton, C.M., Chen, T., Meldrum, C., 2001. Phylogeny and biogeography
Atanasov, A.G., Waltenberger, B., Pferschy-Wenzig, E.-M., Linder, T., Wawrosch, C.,
of the Styracaceae. Int. J. Plant Sci. 162, S95–S116.
Uhrin, P., Temml, V., Wang, L., Schwaiger, S., Heiss, E.H., 2015. Discovery and
Heywood, V.H., 1993. Flowering Plants of the World. Oxford University Press UK.
resupply of pharmacologically active plant-derived natural products: a review.
Hirano, T., Gotoh, M., Oka, K., 1994. Natural flavonoids and lignans are potent cytostatic
Biotechnol. Adv. 33, 1582–1614.
agents against human leukemic HL-60 cells. Life Sci. 55, 1061–1069.
Bertanha, C.S., Utrera, S.H., Gimenez, V.M.M., Groppo, M., Cunha, W.R., Martins, C.H.
Huang, Y., Fritsch, P.W., Shi, S., 2003. A revision of the imbricate group of Styrax series
G., Janu� ario, A.H., Pauletti, P.M., 2013. Antibacterial evaluation of Styrax pohlii and
Cyrta (Styracaceae) in Asia. Ann. Missouri. Bot 12, 491–553.
isolated compounds. Braz. J. Pharm. Sci. 49, 653–658.
Jaradat, N.A., 2005. Medical plants utilized in Palestinian folk medicine for treatment of
Chopra, R., Nayar, S., Chopra, I., 1986. Glossary of Indian Medicinal Plants (Including
diabetes mellitus and cardiac diseases. J Al-Aqsa Unv 9, 1–28.
the Supplement). Council of Scientific and Industrial Research, India.
Jaradat, N., Al-Masri, M., Zaid, A.N., 2018. Assessment of the antimicrobial and free
Davis, P.H., 1972. Flora of Turkey and the East Aegean Islands, vol. 4. Edinburgh Univ.
radical scavenging activities of Moluccella spinosa, Helichrysum sanguineum, and
Press, Turkey.
Styrax officinalis folkloric medicinal plants from Palestine. Orient. Pharm. Exp. Med
De La Cruz-S� anchez, N.G., G�omez-Rivera, A., Alvarez-Fitz, P., Ventura-Zapata, E., P�erez-
18, 107–114.
García, M.D., Avil�es-Flores, M., Guti�errez-Rom�an, A.S., Gonz�alez-Cortazar, M., 2019.
Jung, C., Hong, J.-Y., Bae, S.Y., Kang, S.S., Park, H.J., Lee, S.K., 2015. Antitumor activity
Antibacterial activity of Morinda citrifolia Linneo seeds against Methicillin-Resistant
of Americanin A isolated from the seeds of Phytolacca americana by regulating the
Staphylococcus spp. Microb. Pathog. 128, 347–353.
ATM/ATR signaling pathway and the Skp2–p27 axis in human colon cancer cells.
Demiray, H., Dereboyu, A.E., Yazici, Z.I., Karabey, F., 2013. Identification of benzoin
J. Nat. Prod. 78, 2983–2993.
obtained from calli of Styrax officinalis by HPLC. Turk. J. Bot. 37, 956–963.
Kabera, J.N., Semana, E., Mussa, A.R., He, X., 2014. Plant secondary metabolites:
Depci, T., Kul, A.R., Prisbrey, K.A., Onal, Y., Miller, J.D., 2013. Experimental and
biosynthesis, classification, function and pharmacological properties. J. Pharm.
theoretical study on Styrax officinalis activated carbon adsorption of lead and zinc
Pharmacol. 2, 377–392.

14
N. Jaradat Journal of Arid Environments 182 (2020) 104253

Katiyar, C., Gupta, A., Kanjilal, S., Katiyar, S., 2012. Drug discovery from plant sources: Segal, R., Mansour, M., Zaitschek, D., 1966a. Effect of ester groups on the haemolytic
an integrated approach. AYU 33, 10. action of some saponins and sapogenins. Biochem. Pharmacol. 15, 1411–1416.
Khan, I.A., Abourashed, E.A., 2011. Leung’s Encyclopedia of Common Natural Segal, R., Mansour, M., Zaitschek, D., 1966b. Effect of ester groups on the haemolytic
Ingredients: Used in Food, Drugs and Cosmetics. John Wiley & Sons, USA. action of some saponins and sapogenins. Biochem. Pharmacol. 15, 1411–1416.
Koehn, F.E., Carter, G.T., 2005. The evolving role of natural products in drug discovery. Segal, R., Milo-Goldzweig, I., Sokoloff, S., Zaitschek, D., 1967. A new benzofuran from
Nat. Rev. Drug Discov. 4, 206–211. the seeds of Styrax officinalis L. J. Chem. Soc. C 78, 2402–2404.
Konuklugil, B., 1994. Lignans with anticancer activity. Istanbul J. Pharm. Times 23, Shahjahan, M., Islam, I., 1998. Preliminary evaluation of shilajit as a suspending agent in
64–75. antacid suspensions. Drug Dev. Ind. Pharm. 24, 1109–1112.
Lal, S.D., Lata, K., 1980. Plants used by the Bhat community for regulating fertility. Econ. Shen, B., 2015. A new golden age of natural products drug discovery. Cell 163,
Bot. 34, 273–275. 1297–1300.
Lee, E.B., Lee, Y.S., Woo, W.S., 1985. Antiinflammatory activity of americanin A. Arch Singh, S., Singh, D.B., Singh, S., Shukla, R., Ramteke, P.W., Misra, K., 2018. Exploring
Pharm. Res. (Seoul) 8, 139–147. medicinal plant legacy for drug discovery in post-genomic era. Proc. Natl. Acad. Sci.
Lee, H.-J., Park, S.Y., Lee, O.-K., Jo, H.-J., Kang, H.-Y., Choi, D.-H., Paik, K.-H., Khan, M., India B Biol. Sci. 14, 1–11.
2008. Benzofurans and sterol from the seeds of Styrax obassia. Chem. Nat. Compd. Takahasi, H., Yanagi, K., Ueda, M., Nakade, K., Fukuyama, Y., 2003. Structures of 1, 4-
44, 435–441. benzodioxane derivatives from the seeds of Phytolacca americana and their
Lev, E., Amar, Z., 2002. Ethnopharmacological survey of traditional drugs sold in the neuritogenic activity in primary cultured rat cortical neurons. Chem. Pharm. Bull.
Kingdom of Jordan. J. Ethnopharmacol. 82, 131–145. 51, 1377–1381.
Li, Q., Li, B., Qi, H., Gao, X., Zhang, G., 2005. Four new benzofurans from seeds of Styrax Tayoub, G., Schwob, I., Bessiere, J.-M., Masotti, V., Rabier, J., Ruzzier, M., Viano, J.,
perkinsiae. Planta Med. 71, 847. –454. 2006a. Composition of volatile oils of Styrax (Styrax officinalis L.) leaves at different
Liu, J., Dumontet, V., Simonin, A.-L., Iorga, B.I., Guerineau, V., Litaudon, M., Nguyen, V. phenological stages. Biochem. Systemat. Ecol. 34, 705–709.
H., Gueritte, F.o, 2011. Benzofurans from Styrax agrestis as acetylcholinesterase Tayoub, G., Schwob, I., Bessi�ere, J.-M., Rabier, J., Masotti, V., M�evy, J.-P., Ruzzier, M.,
inhibitors: structure–activity relationships and molecular modeling studies. J. Nat. Girard, G., Viano, J., 2006b. Essential oil composition of leaf, flower and stem of
Prod. 74, 2081–2088. Styrax (Styrax officinalis L.) from south-eastern France. Flavour.Fragr. J 21, 809–912.
Mahdizadeh, S., Ghadiri, M.K., Gorji, A., 2015. Avicenna’s Canon of Medicine: a review Teles, H.L., Hemerly, J.P., Pauletti, P.M., Pandolfi, J.R., Araújo, A.R., Valentini, S.R.,
of analgesics and anti-inflammatory substances. Avicenna J. Phytomedicine 5, Young, M.C.M., Bolzani, V.D.S., Silva, D.H., 2005. Cytotoxic lignans from the stems
182–199. of Styrax camporum (Styracaceae). Nat. Prod. Res. 19, 319–323.
Mansour, O., Darwish, M., Ali, E., Ali, A., 2016. Screening of antibacterial activity in Timmers, M.A., Guerrero-Medina, J.L., Esposito, D., Grace, M.H., Paredes-L� opez, O.,
vitro of Styrax officinalis L. Covers of berries extracts. Res. J. Pharm. Technol. 9, García-Saucedo, P.A., Lila, M.A., 2015. Characterization of phenolic compounds and
209–213. antioxidant and anti-inflammatory activities from mamuyo (Styrax ramirezii
Masuda, M., Murata, K., Fukuhama, A., Naruto, S., Fujita, T., Uwaya, A., Isami, F., Greenm.) fruit. J. Agric. Food Chem. 63, 10459–10465.
Matsuda, H., 2009. Inhibitory effects of constituents of Morinda citrifolia seeds on Ulubelen, A., 1976. Δ7–Stigmasteryl-3-β-D-glucoside from Styrax officinalis. Planta Med.
elastase and tyrosinase. J. Nat. Med. 63, 267–273. 30, 221–222.
Min, B.-S., Oh, S.-R., Ahn, K.-S., Kim, J.-H., Lee, J., Kim, D.-Y., Kim, E.-H., Lee, H.-K., Ulubelen, A., G€ oren, N., 1973. Preliminary investigations on the herba of Styrax
2004. Anti-complement activity of norlignans and terpenes from the stem bark of officinalis. Planta Med. 24, 290–293.
Styrax japonica. Planta Med. 70, 1210–1215. Ulubelen, A., Saiki, Y., Lotter, H., Chari, V., Wagner, H., 1978. Chemical components of
Modugno, F., Ribechini, E., Colombini, M.P., 2006. Aromatic resin characterisation by Styrax officinalis L.–IV1. Planta Med. 34, 403–407.
gas chromatography–mass spectrometry: raw and archaeological materials. Vardar, Y., Oflas, S., 1973a. Preliminary studies on the styrax oil. Qual. Plant mater. Veg.
J. Chromatogr. A 1134, 298–304. Times 22, 145–148.
Moein, S., 2015. Polyphenols and cancer: a review. Mol. Med. J 1, 6–12. Vardar, Y., Oflas, S., 1973b. Preliminary studies on the Styrax oil. Qual. Plant. Mater.
Mozaffarpur, S.A., Naseri, M., Dooki, M.R.E., Bijani, A., Kamalinejad, M., Yousefi, M., Veg. 22, 145–148.
Mojahedi, M., Khodadust, M., 2012. Introduction of natural medicinal materia Venditti, A., Frezza, C., Serafini, I., Pulone, S., Scardelletti, G., Sciubba, F., Bianco, A.,
effective in treatment of constipation in Persian traditional medicine. Mediev. Hist. Serafini, M., 2018. Chemical profiling of the fruits of Styrax officinalis L. from Monti
J. 3, 79–95. Lucretili (Latium region, Central Italy): chemotaxonomy and nutraceutical potential.
Nakano, T., Hasegawa, H., Fukumaru, T., Tobinaga, S., Bjerassi, C., Durham, L., Trends Phytochem. Res. 2, 1–12.
Budzikiewicz, H., 1967. The structure of jegosapogenol. Tetrahedron Lett. 8, Yan, M., Fritsch, P.W., Moore, M.J., Feng, T., Meng, A., Yang, J., Deng, T., Zhao, C.,
365–371. Yao, X., Sun, H., 2018. Plastid phylogenomics resolves infrafamilial relationships of
Oztürk,
€ S.E., Akgül, Y., Anıl, H., 2008. Synthesis and antibacterial activity of egonol the Styracaceae and sheds light on the backbone relationships of the Ericales. Mol.
derivatives. Bioorg. Med. Chem. 16, 4431–4437. Phylogenet. Evol. 121, 198–211.
Pauletti, P.M., Araújo, A.R., Young, M.C.M., Giesbrecht, A.M., da Silva Bolzani, V., 2000. Yanar, Y., Kadio� glu, I., G€
okçe, A., Demirtas, I., G€
oren, N., Çam, H., Whalon, M., 2011. In
nor-Lignans from the leaves of Styrax ferrugineus (Styracaceae) with antibacterial vitro antifungal activities of 26 plant extracts on mycelial growth of Phytophthora
and antifungal activity. Phytochemistry 55, 597–601. infestans (Mont.) de Bary. Afr. J. Biotechnol. 10, 2625–2629.
Pazar, E., Akgül, Y., 2015. Chemical composition of the endocarps of fruits of Styrax Yayla, Y., Alankuş-Çalışkan, O.,
€ Anıl, H., Bates, R.B., Stessman, C.C., Kane, V.V., 2002.
officinalis L. Nat. Prod. Res. 29, 1466–1468. Saponins from styrax officinalis. Fitoterapia 73, 320–326.
Polunin, O., Huxley, A., Everard, B., 1965. Flowers of the mediterranean. Chatto and Ying, L., 2004. Ruler of the treasure country: the image of the Roman Empire in Chinese
windus london. society from the first to the fourth century AD. Latomus 63, 327–339.
Proestos, C., Boziaris, I., Nychas, G.-J., Komaitis, M., 2006. Analysis of flavonoids and Yuan, H., Ma, Q., Ye, L., Piao, G., 2016. The traditional medicine and modern medicine
phenolic acids in Greek aromatic plants: investigation of their antioxidant capacity from natural products. Molecules 21, 559–565.
and antimicrobial activity. Food Chem. 95, 664–671. Zehavi, U., Levy, M., Segal, R., 1986. Fungistatic activity of saponin A from Styrax
Rang, H., 2006. The receptor concept: pharmacology’s big idea. Br. J. Pharmacol. 147, officinalis L. on plant pathogens. J. Phytopathol. 116, 338–343.
1289–1296. Zohar, R., Izhaki, I., Koplovich, A., Ben-Shlomo, R., 2011. Phytomelatonin in the leaves
and fruits of wild perennial plants. Phytochem. Lett. 4, 222–226.

15
11/4/2020 Stypro (Styrax Propolis), Inovasi dari Aeknauli Beecosystem

Pencarian... 

SEKILAS INFO PUI 2018, Balitek DAS akan Bersinergi dengan B2P2BPTH Yogyakarta – Baca Selanjutnya

Dientry oleh Dyah Puspasari - 07 May, 2019 - 1474 klik

Stypro (Styrax Propolis), Inovasi dari Aeknauli Beecosystem


31
Shares

BLI (Aek Nauli, Mei 2019)_Nama propolis mungkin sudah lama dikenal masyarakat luas sebagai produk
sampingan berupa getah dari lebah madu, yang khasiatnya tidak kalah dari madu. Namun, produk
propolis kemenyan (stypro atau styrax propolis), baru ada di Balai Litbang Lingkungan Hidup dan
Kehutanan (BP2LHK) Aek Nauli. Ini merupakan inovasi terbaru propolis yang dihasilkan melalui sistem
penyebarluasan teknologi budidaya lebah madu “Aeknauli Beecosystem” BP2LHK Aek Nauli.

Stypro merupakan produk olahan white propolis dari resin sarang lebah stingless trigona, salah satu
produk dari Pusat Unggulan Iptek (PUI) Pengelolaan Hutan Tropis Dataran Tinggi yang dilakukan para
peneliti BP2LHK Aek Nauli. Stypro berasal dari substrat resin yang dikumpulkan lebah trigona dari sari
tunas daun dan batang tanaman kemenyan yang bercampur dengan enzim dan lilin sarang lebah. Berbeda dengan produk propolis lainnya, stypro
secara spesifik memiliki kandungan senyawa fitokimia resin kemenyan yang menyehatkan berupa 50% senyawa flavonoid dan asam fenolat, 10%
minyak aromatik, dan 5% berbagai senyawa organik.

“Setelah dianalisa kandungan fitofarmaka yakni flavonoidnya, jauh lebih baik dari propolis import,” jelas Dr. Aswandi, inventor stypro, peneliti BP2LHK
Aek Nauli, kepada para awak media dan peserta Media Visit Wisata Ilmiah KHDTK Aek Nauli Toba, Kamis (2/5) di Aek Nauli. Stypro ini mempunyai
khasiat antimikroba, antivirus, dan antikanker,” lanjutnya.

Lebih lanjut dijelaskannya bahwa sebagian besar kebutuhan propolis di Indonesia dipenuhi dari impor. Oleh karenanya kehadiran stypro ini dapat
berkontribusi pada penyediaan bahan baku propolis dari dalam negeri, baik dari kuantitas maupun kualitas karena kandungan gizi yang tidak kalah
dengan produk impor. Dengan demikian akan mengurangi ketergantungan terhadap negara lain.

Peluang Pengembangan Stypro di Tapanuli


Stypro adalah inovasi riset pertama yang mengintegrasikan khasiat propolis serta resin kemenyan
melalui budidaya lebah trigona pada hutan rakyat di Tapanuli. Kemenyan (Styrax spp.) sampai saat ini
masih dibudidayakan secara luas di daerah Tapanuli. Ini sangat potensial sebagai sumber pakai lebah
trigona. Selain itu, teknik budidaya yang relatif sederhana, harga jual dan permintaan yang tinggi juga
merupakan kekuatan dan peluang pengembangan stypro melalui budidaya kemenyan dan lebah trigona
di Tapanuli.

Lebah trigona menghasilkan propolis lebih banyak dibanding lebah lainnya. Lebah ini mudah
beradaptasi, tidak mudah lari, bertubuh kecil dan tidak menggigit (menyengat) sehingga mudah
dipelihara. Jika sumber pakan lebah apis sebagian besar adalah nektar, pakan lebah trigona adalah resin yang relatif tersedia sepanjang tahun di
Tapanuli.

Setiap koloni trigona menghasilkan 30-70 g propolis setiap dua minggu. Sementara madunya dapat dipanen setiap 3 bulan. “Biasanya dari pemasangan
topping, 3 bulan berikutnya bisa panen. Dari setiap stup, panen madunya bisa 1 liter. Kita memanennya menggunakan alat hisap,” jelas Aam
Hasanuddin, S.Hut., teknisi BP2LHK Aek Nauli kepada para peserta media visit yang sangat antusias mencoba menghisap madu dari sarang trigona.

Pemanenan dan pengolahan pasca panen madu trigona jauh lebih sederhana dibanding dengan madu apis. Cukup dengan menggunakan pisau untuk
memanen madu sarang. Sementara untuk memanen propolis, yaitu dengan mengikis propolis di sekitar pintu kayu atau mengambil sarang yang telah
dipanen madu dan polennya.

Informasi detil mengenai lebah madu ini dapat dilihat di galeri lebah BP2LHK Aek Nauli. Disini pengunjung dapat mengamati berbagai macam peralatan
pemanenan lebah madu dan berbagai produk lebah madu. Pengunjung juga akan disuguhi atraksi pemanenan madu lebah serta terlibat langsung dalam
kegiatan pemanenan madu serta mencicip madu hasil panen.

Dari Tapanuli Menuju Jerman


Sebagai produk PUI, stypro ini telah lolos seleksi hilirisasi produk PUI 2019 yang diselenggarakan Direktorat Lembaga Penelitian dan Pengembangan
Kemenristek DIKTI. Oleh karenanya, stypro bersama dengan tobarium ini akan tampil di Indonesia Innovation Day (IID) yang digelar di Jerman, pada
Juni 2019 mendatang.

https://www.forda-mof.org/berita/post/5970-stypro-styrax-propolis-inovasi-dari-aeknauli-beecosystem- 1/6
11/4/2020 Stypro (Styrax Propolis), Inovasi dari Aeknauli Beecosystem

Indonesia Innovation Day merupakan salah satu upaya untuk mendukung peningkatan kapasitas lembaga PUI dengan menampilkan 20 produk litbang
unggul nasional yang potensial dihilirisasi. Produk-produk tersebut hasil kompetisi dari sekitar seratus produk riset yang diikuti oleh hampir seluruh
lembaga PUI. Produk ini lolos seleksi Hilirisasi Produk Unggulan PUI 2019, berdasarkan surat pengumuman Direktur Lembaga Penelitian dan
Pengembangan Kemenristekdikti tanggal 21 Pebruari 2019. Oleh karenanya mendapat kesempatan untuk tampil di ajang internasional tersebut.

Informasi di atas menunjukkan potensi wisata ilmiah yang besar di KHDTK Aek Nauli. Selain atraksi panen propolis dan madu lebah, wisatawan juga
dapat menyaksikan beragam lainnya seperti atraksi penyadapan getah pinus dan kemenyan, atraksi gajah, memanggil siamang dan banyak lagi.
Dengan konsep edutainment, pengunjung dijamin akan merasa sangat terhibur sekaligus teredukasi dengan obyek-obyek wisata ilmiah di kawasan ini.*
(DP)

Informasi lebih lanjut, reservasi atau pemesanan produk:


Koperasi Pengawai Negeri (KPN) Sylva - BP2LHK Aek Nauli
Jln. Raya Parapat Km. 10,5, Desa Sibaganding, Kecamatan Girsang Sipangan Bolon, Kabupaten Simalungun, Sumatera Utara 21174
Kontak person an. Ruth (HP 0813-9785-0441) atau Komala/Yessi (HP 0811-6194-222)

— Penulis : Dyah Puspasari

Ikuti Kami

Follow us:

Berita

Fokus

Berita Litbang

Berita KLHK

Siaran Pers

Newsletter

Publikasi Baru

https://www.forda-mof.org/berita/post/5970-stypro-styrax-propolis-inovasi-dari-aeknauli-beecosystem- 2/6
11/4/2020 Jernang - Wikipedia bahasa Indonesia, ensiklopedia bebas

Jernang
Jernang adalah sejenis resin yang dihasilkan dari beberapa
spesies rotan dari marga Daemonorops. Resin berwarna merah
ini telah sejak lama diperdagangkan dan dimanfaatkan sebagai
bahan pewarna, dupa, dan bahan obat tradisional. Terutama
dihasilkan dari Sumatra dan Kalimantan, sebutannya dalam
berbagai daerah di antaranya adalah jernang, jerenang,
jeranang, jeronang, dan lain-lain.

Dalam bahasa-bahasa asing, resin ini dikenal sebagai dragon Jernang dari Daemonorops draco,
blood atau dragon's blood (Ingg.); drakenbloed (Bld.); sangre de gerusan halus (kiri) dan resin beku
drago (Prc.); sanguis draconis, dan lain-lain[1]. Dalam pada itu, (kanan)
di luar Indonesia, dragon's blood juga diperoleh dari
tetumbuhan lain selain rotan jernang; dari Timur Tengah, Asia
Tenggara, dan Amerika Selatan[2][3].

Daftar isi
Pengertian
Sifat-sifat
Pemanfaatan dan produksi
Referensi

Pengertian
Jernang diperoleh dari lapisan lilin (resin) yang melindungi Rotan jernang Daemonorops draco,
pelat botani dari Kohler (1897)
buah-buah muda dari beberapa spesies rotan Daemonorops.
Jenis-jenis rotan penghasil jernang itu di antaranya[4][5]:

Daemonorops didymophylla Becc.


Daemonorops draco Blume
Daemonorops draconcellus Becc.
Daemonorops mattanensis Becc.
Daemonorops micracanthus Becc.
Daemonorops micranthus Becc.
Daemonorops motleyi Becc.
Daemonorops propinquus Becc.
Daemonorops rubra (Reinw. ex Blume) Mart.
Daemonorops sabut Becc.

dan juga,

Calamus rotang L.

Sifat-sifat
https://id.wikipedia.org/wiki/Jernang 1/2
11/4/2020 Jernang - Wikipedia bahasa Indonesia, ensiklopedia bebas

Jernang merupakan resin beku yang keras dan padat, merah, dengan struktur amorf, larut dalam
alkohol, minyak lemak dan minyak esensial. BJnya antara 1,18-1,20, dengan bilangan asam yang
rendah dan bilangan ester sekitar 140; titik didihnya 120°C.[4]

Komponen kimia utama jernang adalah resin ester dan dracoresinotannol. Ia mengandung
dracoresen, dracoalban, resin tak terlarut, residu, asam benzoat, asam benzoilasetat.[6]. Juga
dracohodin, dan beberapa jenis pigmen seperti nordracorhodin dan nordracorubin[4][7].

Pemanfaatan dan produksi


Jernang secara tradisional dimanfaatkan sebagai bahan obat. Di samping itu, jernang dimanfaatkan
sebagai bahan pewarna untuk mengecat barang-barang pernis, dahulu dan sekarang; meskipun
sekarang tidak lagi sebanyak dulu pemanfaatannya. Beberapa barang seni dan kerajinan masih
menggunakan pewarna ini, misalnya untuk mempernis biola.[2]

Ekspor terbesar jernang adalah dari Indonesia; yang rata-rata mengekspor lebih dari 50 ton
pertahun di antara 1988-93, dengan puncaknya sebanyak 90 ton pada tahun 1991. Data penggunaan
dalam negeri Indonesia tidak diketahui, sehingga tidak diketahui pula perkiraan produksi total dari
tahun ke tahun.[2]

Referensi
1. ^ H , K. 1922. De Nuttige Planten van Nederlandsch-Indië tevens synthetische catalogus der
verzamelingen van het Museum voor Economische Botanie te Buitenzorg. d. I: 354 (http://archive.
org/stream/denuttigeplanten1922heyn#page/354/mode/2up). Batavia: Ruygrok.
2. ^ a b c C , J.J.W. 1995. Gums, resins and latexes of plant origin. In: Non-Wood Forest
Products (FAO), no. 6 (http://www.fao.org/docrep/V9236E/V9236e07.htm). Forest Products Div.,
FAO, Rome (Italy). 141 p.
3. ^ P , J. 2002. Dragons Blood. The Horticulturist, 11(2) Spring 2002: 10-12 (http://www.kew.
org/science/ecbot/papers/pearson2002dragon.pdf).
4. ^ a b c M F. 2007. Guideline on Harvesting and Extraction Techniques of Dragon Blood (http://pus
taka.rotanindonesia.org/Guideline%20on%20Harvesting%20and%20Extraction%20Techniques%
20of%20Dragon%20Blood.pdf). Development of Sustainable Rattan Production and Utilization
through Participation of Rattan Smallholders and Industry in Indonesia (Project). Ministry of
Forestry, Republic of Indonesia, Jakarta.
5. ^ D , J. N. M (Editors). Rattans. Plant Resources of South-East Asia
(PROSEA) 6: 108 (http://books.google.co.id/books?id=7PTORW2roBoC&pg=PA108). Bogor:
Prosea Foundation.
6. ^ G , M. 2006. Dragon's Blood (http://botanical.com/botanical/mgmh/d/dragon20.html).
Botanical.com: A modern herbal. Diakses 06/V/2013
7. ^ G , D., B. B , R.K. G . 2008. Dragon’s blood: Botany, chemistry and
therapeutic uses. J. Ethnopharmacology 115 (2008): 361–380 (http://dspace.ipu.edu:8080/xmlui/b
itstream/handle/1/145/DeepikaGuptaETP115.pdf?sequence=1)

Diperoleh dari "https://id.wikipedia.org/w/index.php?title=Jernang&oldid=15563133"

Halaman ini terakhir diubah pada 10 September 2019, pukul 18.50.

Teks tersedia di bawah Lisensi Atribusi-BerbagiSerupa Creative Commons; ketentuan tambahan mungkin berlaku. Lihat
Ketentuan Penggunaan untuk lebih jelasnya.

https://id.wikipedia.org/wiki/Jernang 2/2
Available online at www.sciencedirect.com

Journal of Ethnopharmacology 115 (2008) 361–380

Review

Dragon’s blood: Botany, chemistry and therapeutic uses


Deepika Gupta a , Bruce Bleakley b , Rajinder K. Gupta a,∗
a
University School of Biotechnology, GGS Indraprastha University, K. Gate, Delhi 110006, India
b Department of Biology & Microbiology, South Dakota State University, Brookings, South Dakota 57007, USA
Received 25 May 2007; received in revised form 10 October 2007; accepted 11 October 2007
Available online 22 October 2007

Abstract
Dragon’s blood is one of the renowned traditional medicines used in different cultures of world. It has got several therapeutic uses: haemostatic,
antidiarrhetic, antiulcer, antimicrobial, antiviral, wound healing, antitumor, anti-inflammatory, antioxidant, etc. Besides these medicinal applica-
tions, it is used as a coloring material, varnish and also has got applications in folk magic. These red saps and resins are derived from a number of
disparate taxa. Despite its wide uses, little research has been done to know about its true source, quality control and clinical applications. In this
review, we have tried to overview different sources of Dragon’s blood, its source wise chemical constituents and therapeutic uses. As well as, a
little attempt has been done to review the techniques used for its quality control and safety.
© 2007 Elsevier Ireland Ltd. All rights reserved.

Keywords: Dragon’s blood; Croton; Dracaena; Daemonorops; Pterocarpus; Therapeutic uses

Contents

1. Introduction . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 362
1.1. Mythology . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 362
1.2. Historical uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 362
1.3. Ethnomedicinal uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363
2. Sources of Dragon’s blood . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363
2.1. Croton spp. (Euphorbiaceae) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363
2.1.1. Chemical constituents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363
2.1.2. Bioactivities and therapeutic uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 363
2.2. Daemonorops spp. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.2.1. Chemical constituents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.2.2. Bioactivities and therapeutic uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.3. Dracaena spp. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.3.1. Chemical constituents . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.3.2. Bioactivities and therapeutic uses . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 371
2.4. Pterocarpus spp. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 375
3. Quality control and safety . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 375
4. Conservation needs . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 376
5. Conclusion . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 376
Acknowledgements . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 376
References . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 376

∗ Corresponding author. Mobile: +91 9871263252; fax: +91 11 23865941/2.


E-mail address: rkg67ap@yahoo.com (R.K. Gupta).

0378-8741/$ – see front matter © 2007 Elsevier Ireland Ltd. All rights reserved.
doi:10.1016/j.jep.2007.10.018
362 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

1. Introduction as “Dragon Trees” (The Eleventh Labor of Hercules: The Apples


of The Hesperides).
Plants are used worldwide for the treatment of diseases and Dragon’s blood was also called “Indian cinnabar” by Greeks
novel drugs continue to be developed through research from writers. The name “Dragon’s blood” dates back to the 1st cen-
these plants. There are more than 20,000 species of higher plant, tury AD when a Greek sailor wrote, about an island called
used in traditional medicines and are reservoirs of potential new Dioscorida where the trees yielded drops of cinnabar, in a ship-
drugs. As the modern medicine and drug research advanced, ping manual “Periplus of the Erythrean Sea”. Plinius (1601) also
chemically synthesized drugs replaced plants as the source of described that the resin got its name from an Indian legend based
most medicinal agents in industrialized countries. Nevertheless on Brahma and Shiva. Emboden (1974) and Lyons (1974) had
plants are an important source of lead compounds. However, in also summarized the history and mythology of Dragon’s blood.
developing countries, the majority of the world’s population can- According to Lyons, the struggle between a dragon and an ele-
not afford pharmaceutical drugs and use their own plant based phant that, at its climax, led to the mixing of the blood of the
indigenous medicines. two creatures resulted in a magical substance, “Dragon’s blood”
Dragon’s blood is a deep red resin, which has been used imbued with medicinal properties.
as a famous traditional medicine since ancient times by many
cultures. The term “Dragon’s blood” refers to reddish resinous 1.2. Historical uses
products, usually encountered as granules, powder, lumps or
sticks used in folk medicine. Dragon’s blood has been used for The crimson red resin was highly prized in the ancient world.
diverse medical and artistic applications. It has astringent effect Dragon’s blood (Dracaena cinnabari) was used as a dye and
and has been used as a hemostatic and antidiarrhetic drug. medicine in the Mediterranean basin. Miller and Morris (1988)
The origin of Dragon’s blood is believed to be from Indian mention use of Dracaena resin as a coloring matter for varnishes,
Ocean island of Socotra, now part of Yemen (Angiosperm tinctures, toothpastes, plaster, and for dying horn to make it look
Phylogeny Group, 1974). However, there exists a great degree like tortoiseshell. Mabberley (1998) also notes that resinous sap
of confusion regarding the source and identity of Dragon’s produced via incisions in the bark or stem of the Dracaena
blood. Several alternative sources of Dragon’s blood from cinnabari was used by the Ancients to stain horn to resem-
Canary Islands, Madeira, and South East Asia and also from ble tortoiseshell. People in Socotra used resin from Dracaena
East and West Africa have been identified (Alexander and cinnabari for dying wool, glue pottery, breath freshener, to dec-
Miller, 1995). Dragon’s blood was a name applied to many orate pottery and houses and even as lipstick (Alexander and
red resins described in the medical literature, e.g. East Indian Miller, 1996). Due to the belief that it is the blood of the mythi-
Dragon’s blood (from the fruit of Daemonorops draco (Willd.) cal animal, the dragon, it is also used in alchemy and for ritual
Blume), Socotran or Zanzibar Dragon’s blood (exudates of magic.
Dracaena cinnabari Balf. f.), Canary Dragon’s blood (exudates Dragon’s blood from both Dracaena and Daemonorops were
formed from incisions of the trunk of Dracaena draco (L.) L.), also used for ceremonies in India. Sometimes Dracaena resin,
West Indian Dragon’s blood (exudates of Pterocarpus draco but more often Daemonorops resin, was used in China as red
L.), Mexican Dragon’s blood (resin of Croton lechleri Müll. varnish for wooden furniture. These resins were used to color
Arg.) and the Venezuelan Dragon’s blood (resin of Croton the surface of writing paper for banners and posters, used espe-
gossypifolium Vahl) (Sollman, 1920). cially for weddings and for Chinese New Year. These red resins
Mabberley (1998) suggests that Dragon’s blood was pro- were also used as pigment in paint, enhancing the color of
duced originally from Dracaena cinnabari, later from Dracaena precious stones and staining glass, marble and the wood for
draco and more recently from Daemonorops spp. Zheng et Italian violins. Fulling (1953) reported that Daemonorops resin
al. (2004a,b,c) confirms this view and suggests Pterocar- was used in the preparation of drawings. Powdered forms of
pus spp., Daemonorops draco and Croton spp. as substitutes Daemonorops resin were used extensively as an acid resist by
for Dracaena spp. Thus, the term “Dragon’s blood” in gen- photoengravers during the 1930s (Pankow, 1988). In modern
eral is used for all kinds of resins and saps obtained from times Daemonorops resin is still used as a varnish for violins,
four distinct plant genera; Croton (Euphorbiaceae), Dracaena in photoengraving, as an incense resin, and as body oil. Dae-
(Dracaenaceae), Daemonorops (Palmaceae), and Pterocarpus monorops resin is also added to red ink to make “Dragon’s
(Fabaceae). Blood Ink,” which is used to inscribe magical seals and
talismans.
1.1. Mythology Spanish naturalist and explorer P. Bernabé Cobo (1956)
recorded for the first time that Croton’s sap was used widely
According to a Greek myth, Landon, the hundred-headed throughout the indigenous tribes of Mexico, Peru, and Ecuador
dragon, guardian of the Garden of the Hesperides (the nymph in 1600s. In African-American folk magic or voodoo this
daughters of Atlas, the titan who holds up earth and heaven) resin is used in mojo hands for money-drawing or love-
was killed by either Hercules (in his quest) or Atlas (as punish- drawing, and is used as incense to cleanse a space of negative
ment) while bringing back three golden apples from the garden, entities or influences. In neopagan witchcraft, it is used to
depending upon the version of the myth. Landon’s red blood increase the potency of spells for protection, love, banishing and
flowed out upon the land and from it sprung up the trees known sexuality.
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 363

1.3. Ethnomedicinal uses Kew. The Economic Botany Collections at the Royal Botanic
Gardens Kew (curated by the Centre for Economic Botany)
Dragon’s blood was used by early Greeks, Romans, and contains perhaps the largest (80 accessions comprising of 34
Arabs for its medicinal properties. Locals of Moomy city on Dracaena accessions, 40 Daemonorops and 6 Croton) and most
Socotra island used the Dragon’s blood (Dracaena) as a sort reliably identified assembly of Dragon’s blood resins.
of cure-all, using it for things such as general wound healing, In this review, we discuss chemistry and therapeutic uses of
a coagulant, curing diarrhoea, lowering fevers, dysentery dis- varieties of Dragon’s blood differentiated according to the plant
eases, internal ulcers of mouth, throat, intestines and stomach, taxa from which they are obtained. Structures of some of the
as an antiviral for respiratory and stomach viruses and for skin compounds reported from these sources are given in Fig. 1.
disorders such as eczema. Dioscorides and other early Greek
writers described its medicinal uses. Dragon’s blood (Dracaena) 2.1. Croton spp. (Euphorbiaceae)
is used for treating dysentery, diarrhoea, hemorrhage and exter-
nal ulcers in Yemeni folk medicine (Milburn, 1984). Dracaena Croton lechleri Müll. Arg., the tree growing in Mexico,
resin has strong astringent properties and is used as a muscle Venezuela, Ecuador, Peru and Brazil, is possibly the best-known
relaxant (Milner, 1992). Gerarde and Johnson (1633) stated that source for Dragon’s blood. Other species are Croton draconoides
Dragon’s blood (Dracaena) was used for over flow of courses Müll. Arg., Croton draco Schlect & Cham., Croton urucurana
(menses), in fluxes, dysenteries, spitting of blood and fastening Baill., C. xalapensis Kunth, Croton gossypifolium Vahl, Cro-
of loose teeth. It was also used to treat gonorrhea, stoppage of ton erythrochilus Müll. Arg. and Croton palanostigma Klotzsch.
urine, watery eyes and minor burns (Parkinson, 1640). In China, When the trunk of the tree is cut or wounded, dark red, sappy
the red resin of Dracaena cochinchinensis was used by local resin oozes out, known as Sangre de Drago (Dragon’s blood).
people for treatment of wounds, leucorrhea, fractures, diarrhoea
and piles as well as for intestinal and stomach ulcers (Cai and 2.1.1. Chemical constituents
Xu, 1979). Table 2 summarizes the compounds reported from Dragon’s
Daemonorops resin is also used in traditional Chinese blood of Croton spp.
medicine to stimulate circulation, promote tissue regeneration
by aiding the healing of fractures, sprains and ulcers and to con- 2.1.2. Bioactivities and therapeutic uses
trol bleeding and pain (Bensky and Gamble, 1993). The medical 2.1.2.1. Antimicrobial and antiviral activity. Sangre de Drago
applications of Dragon’s blood resins, mainly the Daemonorops (Croton) has been evaluated as a source of potential chemother-
resin have been attributed to the presence of benzoic acid, which apeutic agents based on its ethnomedicinal uses. Chen et al.
show antiseptic properties (Piozzi et al., 1974; Badib, 1991). (1994) had studied the antibacterial properties of blood-red sap
Croton’s sap is a common household remedy used in Peru, other of Croton lechleri from Ecuador and reported compounds 2, 4, 6-
Latin American countries, and among the Latin American pop- trimethoxyphenol, 1, 3, 5-trimethoxybenzene, crolechinic acid
ulation of the United States. Croton’s sap is taken orally to cure and korberins A and B present in the sap to exhibit antibacterial
different types of diarrhoea and cholera by the indigenous people activity individually.
of Amazon basin (Carlson and King, 2000). Other ethnomedi- The aqueous ethanol extract, some fractions of the methanol
cal uses of the sap of Croton lechleri in Peru are found in the extract, catechin and acetyl aleuritolic acid of Sangre de Drago
treatment of bone fractures, leucorrhea, piles and hemorrhoids obtained from Croton urucurana are reported to show inhibition
(Soukup, 1970). Sap of Croton lechleri was also used to speed of Staphylococcus aureus and Salmonella typhimurium (Peres
up internal healing after an abortion (Castner et al., 1998) and in et al., 1997). Later, Gurgel et al. (2005) reported in vitro antifun-
vaginal baths taken before childbirth (Duke and Vasquez, 1994). gal activity of Sangre de Drago from Croton urucurana, which
Croton’s sap has been reviewed by many researchers for its could be due to the presence of catechins like gallocatechin and
therapeutic uses (Jones, 2003; Gonzales and Valerio, 2006). epigallocatechin. Antiviral properties of Croton’s sap have also
Various therapeutic properties of Dragon’s blood (Croton been evaluated. Extracts of Sangre de Drago have been reported
spp.) have been described such as wound and ulcer healing, to have antiviral activity against influenza, parainfluenza, Her-
antidiarrhoeic, anticancer, anti-inflammatory and antirheumatic pes simplex viruses I and II, and Hepatitis A and B (Chen et
properties (Bettolo and Scarpati, 1979; Perdue et al., 1979; Chen al., 1994; Ubillas et al., 1994; Sidwell et al., 1994; Meza, 1999).
et al., 1994; Pieters et al., 1995; Phillipson, 1995; Gabriel et al., SP-303 from Croton’s sap is the most studied constituent for its
1999; Holodniy et al., 1999; Miller et al., 2000). antiviral activity (Wyde et al., 1991, 1993; Barnard et al., 1992;
Soike et al., 1992; Gilbert et al., 1993). SP-303 has shown in
2. Sources of Dragon’s blood vitro activity against Herpes simplex viruses (HSV-1 and HSV-
2), inhibition of thymidine kinase mutants of the viruses, and
Dragon’s blood is a bright red resin that is obtained from dif- pronounced activity against acyclovir-resistant strains (Barnard
ferent species of four distinct plant genera; Croton, Dracaena, et al., 1993; Safrin et al., 1993; Ubillas et al., 1994). Clini-
Daemonorops, and Pterocarpus. Table 1 summarizes the differ- cal studies of SP-303 have also been done on AIDS patients
ent botanical sources and common names of Dragon’s blood. (Orozco-Topete et al., 1997). Sethi (1977) reported taspine to
Pearson and Prendergast (2001) have reviewed Dragon’s blood inhibit reverse transcriptase enzyme in cultures of several tumor
samples from different sources kept at Royal Botanic Gardens viruses.
364 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Table 1
Botanical sources and common names of Dragon’s blood
Species Plant family Geographical origin Vernacular names

Croton spp. Euphorbiaceae Tropics and subtropics Sangre de draco (Venezuela), Dragon’s blood
worldwide Croton, Arleiia, Ian huiqui (Ecuador), Yawar
gradwascca (Peru), Sangre de Drago/Grado
Croton draco Schltdl. & Cham.
Croton lechleri Müll. Arg.
Croton draconoides Müll. Arg.
Croton urucurana Baill.
C. xalapensis Kunth
Croton gossypifolium Vahl
Croton erythrochilus Müll. Arg.
Croton palanostigma Klotzsch
Daemonorops spp. Palmaceae South East Asia Jerang or Djerang (Indonesia), Longxuejie
(China), Draconis Resina and Sanguis
draconis (Sumatra), Kirin-kakketsu (Japan)
Daemonorops draco (Willd) Blume
D. didymophylla Becc.
D. micracantha (Griff.) Becc.
D. motleyi Becc.
D. rubra (Reinw. ex Blume) Blume
D. propinqua Becc.
Dracaena spp. Dracaenaceae Socotra, Canary Islands, Zanzibar drop
Madeira, East Africa
D. cinnabari Balf. f.
D. cochinchinensis (Lour.) S.C. Chen
Dracaena draco (L.) L.
Pterocarpus spp. Fabaceae West Indies and South East India kino, Malabar kino, Kino gum,
America Guadaloupe Dragon’s blood, Padauk
P. officinalis Jacq.

2.1.2.2. Antitumor and cytotoxic activity. There are various ated the effects of Sangre de Drago (Croton palanostigma) on
reports showing Sangre de Drago (Croton) to exhibit cytotox- human cancer cells, AGS (stomach), HT29 and T84 (colon) and
icity. Guerrero and Guzmán (2004) carried out brine shrimp reported induction of apoptosis, and microtubular damages in
lethality test (BSLT) to check the cytotoxicity of Croton lechleri. these cell lines.
Croton lechleri sap has been reported to be used for treatment of
cancer by many researchers (Hartwell, 1969; Pieters et al., 1992; 2.1.2.3. Antihemorrhagic activity. Castro et al. (1999) investi-
Cai et al., 1993a,b). Recently, Gonzales and Valerio (2006) have gated the activity of organic extracts of Croton draco against
reviewed Croton lechleri for its anticancer activity. hemorrhagic activity induced by the venom of the snake Both-
A number of compounds isolated from Sangre de Drago rops asper. Total inhibition of hemorrhage was observed,
(Croton) are found to show cytotoxicity. Taspine from Croton probably owing to the chelation of zinc required for the catalytic
lechleri sap has shown potent activity against KB and V-79 cells, activity of venom’s hemorrhagic metalloproteinases. Aqueous
while flavan-3-ols and proanthocyanidins, which are the major extracts of Croton urucurana antagonized the hemorrhagic
components of the sap, are not cytotoxic (Itokawa et al., 1991; activity of the venom of Bothrops jararaca and proantho-
Chen et al., 1994). Compound 3 , 4-O-dirnethylcedrusin from cyanidins were involved in this activity (Esmeraldino et al.,
Croton spp. was found not to stimulate cell proliferation, but 2005).
rather protected cells against degradation in a starvation medium
(Pieters et al., 1993). Chen et al. (1994) proposed that antitu- 2.1.2.4. Immunomodulatory activity. The human immune
mor activity of Croton’s sap might be because of mechanisms response is a highly complex system involving both innate and
other than cytotoxicity such as immunostimulation. Antiprolif- adaptive mechanisms. A biological or pharmacological effect
erative effect of latex of Croton lechleri was also determined of compounds on humoral or cellular aspects of the immune
in vitro on the human myelogenous leukemia K562 cells line response is referred as immunomodulating activity. Risco et
(Rossi et al., 2003). Peres et al. (1997) have reported use of al. (2003) determined immunomodulatory activity of Sangre de
Croton urucurana against cancer. Croton draco is also used to Drago from Croton lechleri in vitro and found that it exhibited a
treat cancer (Gupta et al., 1996). Latex of Croton draconoides potent inhibitory activity on classical (CP) and alternative (AP)
and Croton erythrochilus are also reported to be used against pathways of complement system and inhibited the proliferation
cancer (Piacente et al., 1998). Sandoval et al. (2002) evalu- of activated T-cells.
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 365

Tsacheva et al. (2004) evaluated latex of Croton draco, its port across guinea pig ileum when added to the serosal bath
extracts and several latex components (flavonoid myricitrin, the in Ussing chambers and thus may prove to be a cost-effective
alkaloid taspine and the cyclopeptides P1 and P2) for their influ- treatment for gastrointestinal ulcers (Miller et al., 2000). Use of
ence on both CP and AP activation pathways of the complement latex of Croton lechleri has also been reported in the treatment
system using a hemolytic assay and the best inhibition was found of different types of diarrhoea (Ubillas et al., 1994; Carlson
for the classical pathway. and King, 2000). SP-303, a heterogeneous proanthocyanidin
oligomer of Croton lechleri was found to inhibit in vivo cholera
2.1.2.5. Antiulcer and antidiarrhoeal activity. There are toxin-induced fluid secretion and in vitro cAMP-mediated Cl−
reports showing potent antiulcer and antidiarrhoeal activity of secretion and thus may provide a useful broad-spectrum antidiar-
Sangre de Drago (Croton). The extracts from Croton species rhoeal agent (Gabriel et al., 1999). Evaluation of safety and
have been shown to impair the capsaicin-stimulated ion trans- efficacy of orally administered SP-303 was done for the symp-

Fig. 1. Structure of some of the compounds reported from different sources of Dragon’s bloods.
366 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Fig. 1. (Continued )

tomatic treatment of diarrhoea in travelers (DiCesare et al., 2.1.2.6. Analgesic activity. Peres et al. (1998a) isolated several
2002) and in AIDS patients (Holodniy et al., 1999; Koch et al., compounds showing analgesic activity, namely campesterol,
1999; Koch, 2000). Fischer et al. (2004) derived a novel extract sitosterol, stigmasterol, acetyl aleuritolic acid, catechin, gallo-
SB-300 from Croton lechleri that inhibited cAMP-regulated catechin and sitosterol glucoside from Croton urucurana and
chloride secretion, mediated by the cystic fibrosis transmem- suggested existence of more potent analgesic compounds or
brane conductance regulator Cl− channel (CFTR) in human existence of a synergistic effect.
colonic T84 cells and may prove to be a potent antidiarrhoeal
agent. Rozhon et al. (1998) have a patent on the use of proan- 2.1.2.7. Antioxidative activity. Desmarchelier et al. (1997) sug-
thocyanidin polymer from Croton species as an antidiarrhoeal, gested that Sangre de Drago (Croton lechleri) is highly effective
which was issued to Shaman Pharmaceuticals, Inc. USA. The in scavenging peroxyl and hydroxyl radicals at high concen-
company has products based on extract from Croton lech- trations. However, prooxidant activity was observed at lower
leri sap in the market, named as NSF and NSF-1B, claiming concentrations. When administered to mice subcutaneously,
“clinically demonstrated relief from diarrhoea that won’t cause latex of Peruvian Croton lechleri inhibited hepatic lipid peroxi-
constipation.” dation but only at concentration of 200 mg/kg in the livers of the
Gurgel et al. (2001) evaluated antidiarrhoeal activity of animals; higher concentrations showed toxicity (Desmarchelier
red sap obtained from Croton urucurana on castor oil- and de Moraes Barros, 2003).
induced diarrhoea in rats, cholera toxin-induced intestinal Later, Risco et al. (2003) reported that depending upon
secretion in mice and on small intestinal transit in mice the concentration, latex of Croton lechleri showed antioxi-
and suggested potential utility of the red sap from Cro- dant or prooxidant properties, and stimulated or inhibited the
ton urucurana in controlling secretory diarrhoea associated phagocytosis. Lopes et al. (2004) also evaluated antioxidant
diseases. activity of Croton lechleri sap against the yeast Saccha-
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 367

Fig. 1. (Continued )

romyces cerevisiae and against maize plantlets treated with 2.1.2.8. Anti-inflammatory activity. In a study on edema in rats,
the oxidative agents, apomorphine and hydrogen peroxide and Perdue et al. (1979) reported, for the first time, anti-inflammatory
found that sap inhibited the cytotoxic effect of the alkaloid activity of alkaloid taspine isolated from Croton latex. Later,
apomorphine in haploid yeast cultures as well as in maize Miller et al. (2001) concluded from a series of studies that the
plantlets. Croton sap inhibits neurogenic inflammation by directly block-
368 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Fig. 1. (Continued )
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 369

Fig. 1. (Continued ).

ing sensory afferent nerve activation at both the prejunctional (2004) reported mutagenic activity of Croton lechieri sap for
and postjunctional level. The latex from Croton lechleri has strain TA1535 of Salmonella typhimurium in the presence of
strong anti-inflammatory activity when administered i.p. (Risco metabolic activation, a weak mutagenic activity for strain TA98
et al., 2003). and in a haploid Saccharomyces cerevisiae strain XV185-14c
for the lys1-1, his1-7 locus-specific reversion and hom3-10
2.1.2.9. Mutagenic and antimutagenic activity. The mutagenic frameshift mutations.
and antimutagenic activity of Croton lechieri sap was exam-
ined through the Ames/Salmonella test and no mutagenicity of 2.1.2.10. Wound healing activity. Sangre de Drago (Croton) is
2-aminoanthracene was found in the Salmonella typhimurium commonly used as liquid bandage in the Amazon (Jones, 1995,
strains T98 and T100 (Rossi et al., 2003). Later, Lopes et al. 2003). Vaisberg et al. (1989) reported a significant increase
370 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Table 2
Chemical constituents reported from Croton spp.
Compound name Bioactivity References

Croton draco Schltdl. & Cham.


1-Hydroxyjunenol; 2,3-dihydrovomifoliol; 3,4,5-tri Murillo et al. (2001)
methoxycinnamyl alcohol; 9(11)-dehydrokaurenic
acid; 9-dehydrovomifoliol; hardwikiic acid;
p-hydroxybenzal-dehyde; p-methoxybenzoic acid;
scopoletin; taspine (1)
Croton urucurana Baill.
Sonderianin (2) Antibacterial activity Craveiro and Silveira (1982), Peres et al. (1997,
1998b)
Acetyl aleuritolic acid Antibacterial activity, Analgesic Peres et al. (1997, 1998a)
activity
␤-Sitosterol; ␤-sitosterol-O-glucoside; campesterol; Analgesic activity
catechin; gallocatechin; stigmasterol
12-Epi-methyl-barabascoate (3); Peres et al. (1998b)
15,16-epoxy-3,13(16)-clerodatriene-2-one (4)
Fucoarabinogalactan (CU-1) Milo et al. (2002)
Croton lechleri Müll. Arg.
Taspine (1) Anti-inflammatory activity, wound Perdue et al. (1979), Vaisberg et al. (1989),
healing activity, cytotoxic activity Itokawa et al. (1991), Pieters et al. (1993),
Porras-Reyes et al. (1993), Chen et al. (1994),
Milanowski et al. (2002)
3 ,4-O-Dimethylcedrusin (7) Wound healing activity, inhibition of Pieters et al. (1990, 1992, 1993, 1995)
cell proliferation
Procyanidin B-1 and B-4 (27) Cai et al. (1991)
Catechin; epigallocatechin; epicatechin; gallocatechin Cai et al. (1991), Chen et al. (1994)
Catechin (4-␣-8)-gallocatechin (4-␣-6) gallocatechin; Cai et al. (1991), Phillipson (1995)
catechin (4-␣-8)-gallocatechin (4-␣-8)-gallocatechin;
gallocatechin (4-␣-6)-epigallocatechin; gallocatechin
(4-␣-8)-epi-catechin; gallocatechin
(4-␣-8)-gallocatechin (4-␣-8)-epi-gallocatechin
Benzofuran-5-yl,2-3-dihydro:2-(3-dimethoxy-phenyl) Pieters et al. (1992)
7-methoxy-3-methoxy-carbonyl-propan-1-oic acid
methyl ester; benzofuran-5-yl,2-3-dihydro:2-(4-
hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxy-
carbonyl-propen-1-oic acid methyl
ester
␤-Sitosterol; bincatriol; crolechinol (10); crolechinic acid Cai et al. (1993a), Chen et al. (1994)
(11); daucosterol; hardwickiic acid
1,3,5-Trimethoxybenzene Cytotoxic activity, antibacterial
activity
2,4,6-Trimethoxyphenol Antibacterial activity
3,4-Dimethoxybenzyl alcohol; 3,4-dimethoxy phenol; Cai et al. (1993a)
4-hydroxyphenethyl alcohol and its acetate;
␤-sitostenone; sitosterol-␤-d-glucopyranoside
Korberin A (5); korberin B (6) Antibacterial activity Cai et al. (1993b), Chen et al. (1994)
4-O-Methylcedrusin (8) Pieters et al. (1993)
SP-303 (MW = 2200 Da) Antiviral activity Ubillas et al. (1994), Sidwell et al. (1994)
Catechin-(4-␣-8)-epigallocatechin Phillipson (1995)
Ethyl acetate; ethyl propionate; 2-methyl butanol; Bellesia et al. (1996)
2-methylbutyl acetate; propyl acetate; 3-methybutyl
acetate; eucalyptol; 1-butyl acetate;
3-methyl-2-pentanol
Isoboldine (13); norisoboldine (12); magnoflorine (14) Milanowski et al. (2002)
SB-300 (MW = 3000 Da) Antidiarrhoeal activity Fischer et al. (2004)

in the rate of wound repair on topical application of the Cro- vian Sangre de Drago (Croton sp.), a lignan known as 3 ,
ton lechleri sap to skin wounds of mice and found taspine as 4-O-dimethylcedrusin was isolated which protected endothe-
the cicatrizant (wound healing) principle. A significant increase lial cells from undergoing degradation in a starvation medium
in numbers of migrating cells in an in vitro test for wound- and stimulated endothelial cells, however at high concentra-
ing of human fibroblasts also suggested role of taspine for tions it inhibited the cell proliferation (Pieters et al., 1992,
wound healing (Vaisberg et al., 1989). From the sap of Peru- 1993). Porras-Reyes et al. (1993) performed a number of tests
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 371

to determine how taspine accelerated wound healing and found (2004), M.Y. Xia et al. (2004), also studied the mechanism
that taspine enhanced wound healing via increased fibroblast of Dracorhodin perchlorate induced apoptosis and concluded
migration. that Dracorhodin perchlorate induced cell death via alteration
Chen et al. (1994) studied the wound healing activity of Cro- of Bax/Bcl-XL ratio and activation of caspases.
ton lechieri sap and concluded that several factors—the ability to
form a film that protects against microbial invasion of wounds; 2.2.2.3. Hemostatic and antithrombotic activity. Daemonorops
free radical scavenging activity of procyanidins; the high content draco has been studied for its ‘hemostatic’ and ‘vasoactive–
of polyphenolics capable of binding proteins and enzymes; and antithrombotic’ activity in Chinese medicinal system (Kiangsu
the anti-inflammatory and strong antibacterial action of polyphe- Institute of Modern Medicine, 1977). Studies have provided
nols, together facilitating improved healing of damaged tissue, evidences that (2S)-5-methoxy-6-methyl-flavan-7-ol (MMF)
may contribute to the wound repairing properties of sap. They possess antiplatelet activity (Tsai et al., 1995). Later, under-
tested individual constituents of the sap and found endothelial lying mechanism for antiplatelet activity of MMF was related
cell proliferation was increased by Procyanidin B-4 and most to inhibition of thromboxane formation via the inhibition of
potently by (−)-epigallocatechin and (+)-gallocatechin. Lewis cyclooxygenase and suppression of [Ca2+ ]i (intraplatelet Ca2+ )
et al. (1992) has patented for taspine in DMSO (solvent), which increase (Tsai et al., 1998).
healed wounds faster than DMSO alone.
2.3. Dracaena spp.
2.2. Daemonorops spp.
The name Dracaena is derived from the Greek word
Dragon’s blood resin is also obtained as deep red teardrop- ‘drakainia’ meaning a female dragon (Stern, 1992). The most
shaped lumps, separated physically from the immature fruit of striking source is the Dracaena cinnabari Balf. f. which is
the South-East Asian rattan- or cane-palm, Daemonorops of endemic to the island of Socotra (Yemen) west of Somalia. Pal-
the Indonesian islands. The botanical source was previously inurus, a survey ship of Leut. J.R. Wellsted of the East India
identified as Calamus draco Willd. (Daemonorops draco Willd. Company gave first description of the Dragon’s blood tree, Dra-
Blume) by Barry et al. (1926), who also described the resinous caena cinnabari, calling it Pterocarpus draco (http://www.rbg-
layer as being isolated by placing the fruits in sacks and pounding web2.rbge.org.uk/soqotra/history/page07.html) while under-
them and the pulp being treated with boiling water. Subsequently taking a survey of Socotra for the Indian Government in 1835.
the resin was kneaded into balls or long sticks. Various grades However, the species was first named and described by the Scot-
have been identified by Howes (1949). Other species as source of tish botanist Sir lsaac Bailey Balfour when he visited the island
resin are D. didymophylla Becc., D. micracantha (Griff.) Becc., in 1880 (Balfour, 1888). Three grades of Dracaena resin were
D. motleyi Becc., D. rubra (Reinw. ex Blume) Blume and D. identified by Balfour (1883), the most valuable being tear-like
propinqua Becc. in appearance, followed by one made of small chips and frag-
ments, and the cheapest being a molten mixture of fragments
2.2.1. Chemical constituents and refuse.
Table 3 summarizes the compounds reported from resin of Voyagers to the Canary Islands in the 15th century obtained
Daemonorops draco (Willd.) Blume. Dragon’s blood as dried garnet colored drops from another
species Dracaena draco (L.) L., a native to the Canary Islands
2.2.2. Bioactivities and therapeutic uses and Morocco. The canarian dragon tree Dracaena draco was
2.2.2.1. Antimicrobial and antiviral activity. Previously, first described in 1402 (Boutier and Le Verrier, 1872). The resin
Mitscher et al. (1972) reported in vitro activity of commercial is exuded from the wounded trunk or branches of the tree. Dra-
resin obtained from Daemonorops draco against Staphylococ- caena cochinchinensis (Lour.) S.C. Chen is another species used
cus aureus and Mycobacterium smegmatis. This led to further in China as source of Dragon’s blood.
evaluation of resin’s components exhibiting antimicrobial
activity. Rao et al. (1982) reported that the antimicrobial 2.3.1. Chemical constituents
activity of the resin from Daemonorops draco was due to the Table 4 summarizes the compounds reported from Dracaena
presence of compounds Dracorhodin and Dracorubin. These spp., used as source of Dragon’s blood.
compounds were found to be active against Staphylococcus
aureus (ATCC 13709), Klebsiella pneumoniae (ATCC 10031), 2.3.2. Bioactivities and therapeutic uses
Mycobacterium smegmafis (ATCC 607) and Candida albicans 2.3.2.1. Antimicrobial and antiviral activity. Mothana and
(ATCC 10231). Lindequist (2005) reported antimicrobial activity of chloro-
form and methanol extract of Dracaena cinnabari resin from
2.2.2.2. Antitumor and cytotoxic activity. Dracorhodin per- island Soqotra against Staphylococcus aureus (ATCC 6538),
chlorate, a synthetic analogue of Dracorhodin, red pigment Bacillus subtilis (ATCC 6059), Micrococcus flavus (SBUG
isolated from exudates of the fruit of Daemonorops draco, 16) and Escherichia coli (ATCC 11229). Kumar et al. (2006)
has been reported to induce human melanoma A375-S2 cell also reported antimicrobial activity of exudes of red resin
and human premyelocytic leukemia HL-60 cell death through of Dracaena cinnabari collected from India against Bacil-
the apoptotic pathway (Xia et al., 2005, 2006). M. Xia et al. lus cereus var mycoides (ATCC 11778), Bacillus pumilus
372 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Table 3
Chemical constituents reported from Daemonorops draco (Willd.) Blume
Compound name Bioactivity References

Dracorhodin (17) Apoptic activity Brockmann and Junge (1943), Robertson and
Whalley (1950), Rao et al. (1982), Gao et al. (1989),
Xia et al. (2005)
2,4-Dihydroxy-5-methyl-6-methoxychalcone; Cardillo et al. (1971)
2,4-dihydroxy-6-methoxychalcone;
5-methoxy-7-hydroxyflavan (15)
Nordracorhodin (16); nordracorubin (18) Cardillo et al. (1971), Rao et al. (1982)
(2S) 5-Methoxy-6-methylflavan-7-ol (21) Antiplatelet effects Cardillo et al. (1971), Tsai et al. (1995, 1998)
(2S)-5-Methoxyflavan-7-ol (22); Cardillo et al. (1971), Arnone et al. (1997)
5,7-dimethoxy-6-methylflavan
Abietic acid; dehydroabietic acid; isopimaric acid; pimaric Piozzi et al. (1974), Trease and Evans (1978)
acid; sandaracopimaric acid
Secobiflavanoid Merlini and Nasini (1976)
Dracorubin (19) Rao et al. (1982)
Polysaccharide (MW = 25,000) Anticoagulant activity Gibbs et al. (1983)
Dracoalban; dracoresene; dracoresinotannol Hsu (1986)
Dammaradienol Antiviral activity, Anti-inflammatory Poehland et al. (1987), Bianchini et al. (1988),
activity, cytotoxic activity Akihisa et al. (1996), Shen et al. (2007)
Dracooxepine Arnone and Nasini (1989)
Dracoflavan A Arnone and Nasini (1990)
2,4-Dimethoxy-3-methylphenol; dracoflavan B1; B2; C1; Anti-inflammatory activity Arnone et al. (1997)
C2; D1; D2
1,6-Germacradien-5-ol; benzoic acid; bicyclogermacrene; Ford et al. (2001)
cis-9,10-dihydrocapsenone; germacrene-d; ␣-copaene;
␣-cubebene; ␣-humulene; ␤-caryophyllene; ␤-cubebene;
␤-elemene; ␦-cadinene
4,6-Dihydroxy-2-methoxy-3-methyldihydrochalcone Shen et al. (2007)

(ATCC 14884), Bacillus subtilis (ATCC 6633), Bordetella bron- 3-O-{O-␣-l-rhamnopyranosyl-(1 → 2)-␤-d-glucopyranoside}
chiseptica (ATCC 4617), Micrococcus luteus (ATCC 9341), and (23S,24S)-spirosta-5,25(27)-diene-1␤,3␤,23,24-tetrol
Staphylococcus aureus (ATCC 29737), Staphylococcus epider- 1-O-{O-2,3,4-tri-O-acetyl-␣-l-rhamnopyranosyl-(1 → 2)-␣-
midis (ATCC 12228), Klebsiella pneumoniae (ATCC 10031), l-arabinopyranosyl}24-O-␤-d-fucopyranoside, isolated from
Pseudomonas aeruginosa (ATCC 9027), Streptococcus faecalis the aerial parts of Dracaena draco are reported to show potent
(MTCC 8043), and Aspergillus niger (MTCC 1344). Recently, cytostatic activity against HL-60 cells with IC50 value being
Mothana et al. (2006) also reported antiviral activity of methanol 1.3 and 2.6 ␮g/ml, respectively compared with etoposide (IC50
extract of resin of Dracaena cinnabari against Herpes simplex 0.3 ␮g/ml) used as a positive control (Mimaki et al., 1999).
virus and Human influenza virus. González et al. (2003) also reported new steroidal saponins,
Thus, Dracaena resin could be a rich source of antimicrobial Draconin A and Draconin B with cytotoxic activities against
agents with possibly novel mechanisms of action. Interestingly, HL-60 cells from bark of Dracaena draco. The mechanism of
resin from Dracaena cochinchinensis has been produced by these compounds’ cytotoxicity was also evaluated and found
infection with Fusarium and Cladosporium spp. (Wang et al., to be via activation of apoptotic process. Recently a new
1999). In another study done by Jiang et al. (2003), inoculation cytotoxic steroidal saponin, Icogenin, has been isolated from
of fungi Fusarium 9568D in abiotic branch and wood of Dra- Dracaena draco. Icogenin also inhibited growth of HL-60 cells
caena cochinchinensis resulted in emergence of red resin from by induction of apoptosis (Hernández et al., 2004). Dioscin,
the inoculation points after 4–5 months incubation. The emerged from Dracaena draco also displayed cytotoxic activity similar
resin was found to resemble the natural resin by UV-IR spectra to Icogenin.
analysis.
2.3.2.3. Analgesic activity. Liu et al. (2004) observed that both
2.3.2.2. Antitumor and cytotoxic activity. Vachalkova et al. Dragon’s blood resin (D. cochichinensis) and loureirin B could
(1995) studied carcinogenicity of three homoisoflavanoids and suppress TTX-S voltage-gated sodium currents depending upon
four flavanoids isolated from the resin of Dracaena cinnabari. dose, which could be reason for its analgesic effect. Later,
Al-Fatimi et al. (2005) reported cytotoxic activity of resin of Liu et al. (2005) studied the effects of Dragon’s blood and
Dracaena cinnabari from Yemen against human ECV-304 its component loureirin B on tetrodotoxin-sensitive (TTX-S)
cells. Dracaena draco has been found to be a rich source of and tetrodotoxin-resistant (TTX-R) sodium currents in trigem-
cytotoxic steroidal saponins. Darias et al. (1989) reported, inal ganglion (TG) neurons using the whole-cell patch-clamp
for the first time, the use of sap of Dracaena draco as an technique and found that both Dragon’s blood and loureirin
anticarcinogen. Steroidal saponins, (25R)-spirost-5-en-3␤-ol B suppressed two types of peak sodium currents depending
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 373

Table 4
Chemical constituents reported from Dracaena spp.
Compound name Bioactivity References

Dracaena cinnabari Balf. f.


(±)-7,4 -Dihydroxy-3 -methoxyflavan Braz et al. (1980), Achenbach et al. (1988),
Masaoud et al. (1995c)
4,4 -Dihydroxy-2 -methoxychalcone (9) Meksuriyen and Cordell (1988), Masaoud et al.
(1995c)
7,4 -Dihydroxyflavone (23) Meksuriyen and Cordell (1988), Maxwel1 et al.
(1989), Masaoud et al. (1995c)
(2S)-7-Hydroxyflavan; (2S)-7-hydroxyflavan-4-one (20); Suchý et al. (1991), Masaoud et al. (1995c)
7-hydroxy-3-(4-hydroxybenzyl)-8-methoxychroman;
7-hydroxy-3-(4-hydroxy benzyl) chroman; loureirin C
(24)
3-(4-Hydroxybenzyl)-7,8-methylendioxychroman Antioxidant activity Suchý et al. (1991), Masaoud et al. (1995c),
Machala et al. (2001), Deepika and Gupta (2007)
2 -Methoxysocotrin-5 -ol, socotrin-4 -ol; Masaoud et al. (1995a)
homoisosocotrin-4 -ol
Cinnabarone (29) Masaoud et al. (1995b), Deepika and Gupta (2007)
(2S)-7,3 -Dihydroxy-4 -methoxyflavan; Masaoud et al. (1995c)
4-hydroxy-2-methoxydihydrochalcone;
7-hydroxy-3-(3-hydroxy-4-methoxybenzyl)chroman
24-Methylenecycloartanol; 31-norcycloartanol; 4␣, Masaoud et al. (1995d)
14␣-dimethylcholest-8-en-3␤-ol;
4␣-methylcholest-7-en-3␤-ol; betulin; campesterol;
cholest-4-en-3-one; cholesterol; cycloartanol;
lanost-7-en-3␤-ol; lupeol; sitosterol;
stigmast-22-en-3␤-ol; stigmastanol; stigmasterol
Damalachawin (30) Himmelreich et al. (1995)
2,4,4 -Trihydroxydihydrochalcone Antitumor activity, chemoprotective González et al. (2000), Forejtnı́ková et al. (2005)
effects
Dracophane (27) Veselá et al. (2002)
2,4 -Dihydroxy-4,6-dimethoxydihydrochalcone; 3-(4- Deepika and Gupta (2007) (unpublished report)
hydroxy-2-methoxyphenyl)-1-phenyl-1-propanone;
3 ,7-dihydroxy-4 -methoxyflavan;
3 ,7-dihydroxy-4 -methoxy homoisoflavan;
4 ,6-dihydroxy-7-methoxyhomoisoflavan;
4 ,6-dihydroxy-7-methoxyhomoisoflavan;
4 ,7-dihydroxy-5-methoxyhomoisoflavan;
4 ,7-dihydroxy-3 -methoxy flavan;
4 ,7-dihydroxyhomoisoflavan;
4 ,7-dihydroxy-8-methylflavan;
4 ,7,8-trihydroxyhomoisoflavan;
7-hydroxy-5-methoxy-6-methylflavan;
7-hydroxy-3-(4-hydroxy benzyl)-4-chromanone;
7,10-dihydroxy-11-methoxydracae none;
10-hydroxy-11-methoxydracaenone; loureirin A
Dracaena cochinchinensis (Lour.) S.C. Chen
Loureirin A; loureirin c (24); loureirin B Analgesic activity Meksuriyen and Cordell (1988), Lu et al. (1998),
Zhou et al. (2001a,b), Liu et al. (2004, 2005, 2006),
Chen and Liu (2006), Zheng et al. (2006a,b)
7,4 -Dihydroxyflavane Antifungal activity Wang et al. (1995), Zhou et al. (2001a,b), Zheng et
al. (2006a,b)
7-Hydroxy-4 -methoxyflavan; Lu et al. (1998)
6-hydroxy-7-methoxy-3-(4 -hydroxybenzyl)chromane;
2,3,5,6-tetrachloro-1,4-dimethoxybenzene;
4 -hydroxy-3,5-dimethoxystilbene
2, 4, 4 -Trihydroxydihydrochalcone; 2, 4, Lu et al. (1998), Zhou et al. (2001a,b)
4 -trihydroxy-6-methoxydihydrochalcone
2 -Methoxysocotrin-5 -ol; socotrin-4 -ol; 2 , 4 , Analgesic activity Zhou et al. (2001a,b), Liu et al. (2006)
4-trihydroxychalcone; 2-methoxy-4,
4 -dihydroxychalcone; cochinchinenins
2 -Methoxy-4 ,4-dihydroxychalcone (9) Zhou et al. (2001a,b), Zheng et al. (2006a,b)
Dracaenoside A; B; C; D Zheng and Yang (2003a,b)
374 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

Table 4 (Continued )
Compound name Bioactivity References

25(R,S)-Dracaenosides E–H; M; O–Q; dracaenosides Zheng et al. (2004a,b,c)


I–L; R; 25(S)-dracaenoside N;
25(R,S)-spirost-5-en-3-ol
3-O-␣-l-rhamnopyranosyl-(1,2)-[␣-l-rhamno
pyranosyl-(1,4)]-␤-d-glucopyranoside;
25(R,S)-spirost-5-en-3-ol 3-O-␣-l-rhamnopyranosyl-
(1,2)-␤-l-glucopyranosyl-(1,3)]-␤-d-glucopyranoside;
26-O-␤-d-glucopyranosyl
25(R,S)-furost-5-en-3,22␰,26-triol
3-O-␣-l-rhamnopyranosyl-(1,2)-[␤-d-glucopyranosyl
(1,3)]-␤-d-glucopyranoside; 26-O-␤-d-glucopyranosyl
25(R,S)-spirost-5-en-3,22␰,26-triol
3-O-␣-l-rhamnopyranosyl-(1,2)-[␣-l-
rhamnopyranosyl-(1,4)]-␤-d-glucopyranoside
7,4 -Dihydroxyflavone (23); Zheng et al. (2006a,b)
7,4 -dihydrohomoisoflavanone (26);
7,4 -homoisoflavane (25); 10,11-dihydroxydracaenone
C; dracaenogenin A and B
1-(4 -O-␤-d-Glucopyranosyl)benzyl-ethan-2-ol; Zheng et al. (2006a,b)
3,4-dihydoxy-1-allylbenezene-4-O-␣-l-
rhamnopyranosyl-(1 → 6)-O-␤-d-glucopyranoside;
1-hydroxy-3,4,5-trimethoxy benzene-1-O-␣-l-
apiopyranosyl-(1 → 6)-O-␤-d-glucopyranoside;
lophenol; ␤-sitosterol; stigma-5, 22-diene-3-ol;
tachioside
Dracaena draco (L.) L.
7,4 -Dihydrohomoisoflavanone (26); Camarda et al. (1983)
7,4 -homoisoflavane (25)
7-Hydroxy-3-(4-hydroxybenzyl)chroman-4-one Camarda et al. (1983), González et al. (2000)
7-Hydroxy-3-(4-hydroxybenzyl)chroman Camarda et al. (1983), González et al. (2000, 2003)
(2S)-4 ,7-Dihydroxy-3 -methoxy-8-methylflavan; Camarda et al. (1983), González et al. (2000, 2004)
(2S)-4 ,5-dihydroxy-7-methoxy-8-methylflavan
10-Hydroxy-11-methoxydracaenone Meksuriyen et al. (1987), González et al. (2000)
3,4,5-Trimethoxycinnamyl alcohol Ponpipom et al. (1987), González et al. (2000)
4,4 -Dihydroxy-2 -methoxychalcone (9) Achenbach et al. (1988), González et al. (2000)
(23S)-Spirost-5,25(27)-diene-1␤,3␤,23-triol Cytostatic activity Mimaki et al. (1999)
1-O-{4-O-acetyl-␣-l-rhamnopyranosyl-(1 → 2)-␣-l-
arabinopyranoside}(45);
(23S)-spirost-5,25(27)-diene-1␤,3␤,23-triol
1-O-{O-␣-l-rhamnopyranosyl-(1 → 2)-␣-l-
arabinopyranoside}
(46);(23S,24S)-spirosta-5,25(27)-diene-1␤,3␤,23,24-
tetrol
1-O-{O-(4-O-acetyl-␣-l-rhamnopyranosyl)-(1 → 2)-
␣-l-arabinopyranoside} (47);
(23S,24S)-spirosta-5,25(27)-diene-1␤,3␤,23,24-tetrol
1-O-{O-2,3,4-tri-O-acetyl-␣-l-rhamnopyranosyl-
(1 → 2)-␣-l-arabinopyranosyl}24-O-␤-d-
fucopyranoside (48); (25R)-spirost-5-en-3␤-ol
3-O-{O-␣-l-rhamnopyranosyl-(1 → 2)-␤-d-
glucopyranoside} (33);
spirost-5,25(27)-diene-1␤,3␤-diol
1-O-{O-␣-l-rhamnopyranosyl-(1 → 2)-␣-l-
arabinopyranoside}(34);
(23S)-spirost-5,25(27)-diene-1␤,3␤,23-triol
1-O-{O-␣-l-rhamnopyranosyl-(1 → 2)-O-[␤-d-
xylopyranosyl-(l → 3)]-␣-l-arabinopyranoside}(35);
26-O-␤-d-glucopyranosyl-22-O-methylfurosta-
5,25(27)-diene-l␤,3␤,22␰,26-tetrol
1-O-{O-␣-l-rhamnopyranosyl-(l → 2)-O-␣-l-
arabinopyranoside}(36)
(23S,24S)-Spirosta-5,25(27)-diene-1␤,3␤,23,24-tetrol Mimaki et al. (1999), Hernández et al. (2004)
1-O-{O-␣-l-rhamnopyranosyl}-(1 → 2)-␣-l-
arabinopyranoside}
(43)
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 375

Table 4 (Continued )
Compound name Bioactivity References

(2S)-4 ,7-Dihydroxy-8-methylflavan; 3-(4-hydroxy González et al. (2000)


benzyl)-5,7-dimethoxychroman;
5,7-dihydroxy-3-(4-hydroxybenzyl)-chromone;
5,7-dihydroxy-3-(4-hydroxy benzyl)-chroman-4-one;
7-hydroxy-3-(4-hydroxybenzyl) chromone;
isoliquiritigenin; liquiritigenin; xenognosin
Loureirin C (24) González et al. (2000, 2003)
(2S)-3 ,7-Dihydroxy-4 -methoxy-8-methylflavan González et al. (2000, 2004)
7-Hydroxy-3-(4-hydroxybenzyl)-8-methoxychroman; González et al. (2000), Hernández et al. (2004)
3-(4-hydroxybenzyl)-7,8-methylendioxychroman
(±)-7,4 -Dihydroxy-3 -methoxyflavan González et al. (2000, 2003, 2004)
2,4,4 -Trihydroxydihydrochalcone Chemoprotective effects González et al. (2000), Forejtnı́ková et al. (2005)
Methyl protodioscin (39); draconin C (42); draconin A Apoptic activity González et al. (2003)
(40); draconin B (41)
(−)-3 -Hydroxy-4 -methoxy-7-hydroxy-8-methylflavan; Cytotoxic activity González et al. (2003), Hernández et al. (2004)
3-O-[␣-l-rhamnopyranosyl(1 → 4)-␤-
dglucopyranosyl] diosgenin (38); 4-allylcatecol;
␤-sitosterol; diosgenin (31); isoliquiritigenin;
sitoindoside i; trans-␤-apo-8 -carotenal; dioscin (37)
(2S)-4 ,7-Dihydroxy-3 -methoxyflavan; Cytotoxic activity Hernández et al. (2004)
(2S)-4 ,7-dihydroxy-3 -methoxyflavan; diosgenone
(32); shonanin; syringaresinol; icogenin (44)
Dracoflavylium Melo et al. (2006)
Dracol; icodeside Cytotoxic activity Hernández et al. (2006)

Number given in parentheses corresponds to the structure of that compound given in Fig. 1.

upon dose. Further, Liu et al. (2006) explored the material the bark and gradually harden. No major studies have been done
basis for efficacy of modulation of Dragon’s blood on the on this source of Dragon’s blood. Trimble (1895), studied resin
tetrodotoxin-resistant (TTX-R) sodium currents in dorsal root from Pterocarpus draco L. and obtained 34.85% tannins from
ganglion (DRG) neurons. They suggested that analgesic effect this resin.
of Dragon’s blood may be explained on the basis of interfer-
ence with pain messages caused by the modulation of Dragon’s
blood on TTX-R sodium currents in DRG neurons and could be 3. Quality control and safety
due to the synergistic effect of three components cochinchinenin
A, cochinchinenin B, and loureirin B. Recently, Chen and Liu Since Dragon’s blood, as a name, has been applied to resins
(2006) carried out a computer simulation research for the effects obtained from different species from different continents; there
of Dragon’s blood and its component loureirin B on sodium is a great need to identify them apart. There are other substi-
channel in dorsal root ganglion cells. tutes as well, which are available in the market for Dragon’s
blood such as Eucalyptus resinifera Sm. (Edwards et al., 2001).
A powdered dark red coral from the Indian Ocean is also sold in
2.3.2.4. Antioxidative activity. Juránek et al. (1993) have
Yemeni markets as “Dragon’s blood”. Glasgow’s Professor of
reported antioxidant activity of three homoisoflavans isolated
Chemistry, J. Dobbie and G. Henderson first tackled the issue
from resin of Dracaena cinnabari. Machala et al. (2001) studied
of chemical identification of the various resins under the name
homoisoflavonoids and chalcones, isolated from the Dracaena
of Dragon’s blood in 1883, on request of Prof. Bayley Balfour
cinnabari, for their potential to inhibit cytochrome P4501A
(Pearson, 2002). They reported, “the resins known as Dragon’s
(CYP1A) enzymes and Fe (II)/NADPH dependent in vitro
blood differ widely from one another, not only in their degree of
peroxidation of microsomal lipids isolated from C57B1/10
purity, but also in their appearance” and that “specimens labeled
mouse liver and found chalcones were poor antioxidants
as having come from the same locality must, in reality, in some
while 7,8-methylenedioxy-3 (4-hydroxybenzyl) chromane, a
cases, have been derived from very different sources” (Dobbie
homoisoflavonoid, exhibited a strong antioxidant activity.
and Henderson, 1883). Dobbie and Henderson (1884) arranged
red resins in four distinct groups: 1. Those soluble in chloroform,
2.4. Pterocarpus spp. carbon disulphide, and benzene completely; 2. Those soluble in
chloroform, but insoluble in carbon disulphide and benzene;
Pterocarpus officinalis Jacq., previously known as Pterocar- 3. Those soluble in chloroform and benzene and partly in car-
pus draco L., is the only species known as a source of Dragon’s bon disulphide; and 4. Those, which are insoluble in all three
blood. According to a description in the Bulletin of the Botani- reagents.
cal Department, Jamaica, No. 45, July, 1893, when an incision Edwards et al. (1997) described Dragon’s blood resin (Dra-
is made in the bark, drops of red sap ooze out, flow slowly down caena spp.) found on Socotra Island as the probable genuine
376 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

source in antiquity, on the basis of Fourier transform Raman 5. Conclusion


spectroscopic studies of several resins generically known as
Dragon’s blood from different botanical and geographical Although Dragon’s blood has proved to be popular alter-
sources. They have since described a Raman spectroscopic native or complementary medicine used in the treatment
method to identify fake and unknown Dragon’s blood resins of many diseases, clinical trial evaluation of these claims
from different botanical origins (Edwards et al., 2001, 2004). using currently accepted protocols is needed. One such
All Dracaena spectra show the strong bands in the wave num- potential new drug for AIDS-related diarrhoea is, “Cro-
ber region 1605–1500 cm−1 and can be generally identified by felemer” developed originally by Shaman Pharmaceuticals
the strongest band at 1605 cm−1 , the shoulder at ca. 1560 cm−1 . from Croton lechleri. Since 2001, “Crofelemer” has been
However, specimen degradation can be recognized by the loss purchased by the American pharmaceutical company, Napo
of this shoulder at 1560 cm−1 . Also, vibrational bands near Pharmaceuticals and is currently undergoing clinical trials
1170 cm−1 seen in the Dracaena draco spectra could be used as (http://www.aumag.org/lifeguide/WWSeptember05.html,
biomarkers for Dracaena species. The main feature distinguish- http://www.botanical.com/botanical/mgmh/d/dragon20.html,
ing Daemonorops Dragon’s blood resins from those of Dracaena http://www.drugs.com/npp/dragon-s-blood.html#ref3).
is the presence of the narrow and intense band at 1600 cm−1 , the This resin offers huge potential and we need to investi-
doublets at 1510–1540 cm−1 and 1420–1450 cm−1 region and gate whether purified compounds isolated from Dragon’s blood
also the medium intensity band at 1001 cm−1 . Croton speci- may have better therapeutic potential as compared to crude
men is distinguished by a broad band at 1612 cm−1 , and also by extract. Since there is considerable variation in the chemical
the medium intensity band at 784 cm−1 . Later, Edwards et al. composition among various samples of Dragon’s Blood, quality
(2004) identified the key molecular biomarker bands of Dragon’s control/assurance needs to be established for the traditional med-
blood in the region 1400–1700 cm−1 , which could be adopted ical trade. This review is an effort to highlight the potential and
as a protocol for the identification of the botanical and possible problems related to the sources and possibilities of isolating new
geographical sources of modern Dragon’s blood resins. pharmaceutically active molecules, using traditional knowledge
No major toxicity has been reported from Dragon’s blood. in our search, for new and effective dugs molecules.
The American Herbal Products Association (1997) lists San-
gre de Drago (Croton) as Class I, meaning it can be consumed
safely when used appropriately. There are some instances when Acknowledgements
Dragon’s blood has been misrepresented as ‘opium’ and dis-
tributed for use as a ‘drug’. Ford et al. (2001) had identified a We are grateful to Prof. Ulrike Lindequist, Institute of
red substance as Dragon’s blood incense from Daemonorops Pharmacy, Ernst-Moritz-Arndt-University, Germany for her
draco that was being mixed with marijuana and smoked as thorough revision of this review and providing us with her invalu-
an alternative to opium in Virginia. They also screened the able suggestions. We acknowledge the financial support from
substance for toxicity in various in vitro tests and suggested AICTE (8023/RID/NPROJ/RPS-38/2004-05).
that that the abuse potential for Dragon’s blood incenses is
minimal. References

Achenbach, H., Stocker, M., Constenla, M.A., 1988. Flavonoid and other con-
4. Conservation needs stituents of Bauhinia manca. Phytochemistry 27, 1835–1841.
Akihisa, T., Yasukawa, K., Oinuma, H., Kasahara, Y., Yamanouchi, S., Takido,
M., Kumaki, K., Tamura, T., 1996. Triterpene alcohols from the flow-
Dragon’s blood is used in traditional medicine for diverse ers of compositae and their anti-inflammatory effects. Phytochemistry 43,
applications. Overexploitation of sources of Dragon’s blood 1255–1260.
is a matter of concern as is the case of Croton lechleri, in Alexander, D., Miller, A., 1996. Saving the spectacular flora of Socotra. Plant
Peru and Ecuador. Because of the overexploitation and trade, Talk 7, 19–22.
it was identified as potentially threatened amongst the 22 Alexander, D., Miller, A., 1995. Socotra’s misty future. New Scientist 147, 32.
Al-Fatimi, M., Friedrich, U., Jenett-Siems, K., 2005. Cytotoxicity of plants used
species in the Workshop of Specialists in Ethnobotany and in traditional medicine in Yemen. Fitoterapia 76, 355–358.
Economic Botany held in 1997 (http://www.traffic.org/ecuador/ American Herbal Products Association, 1997. American Herbal Products Asso-
executivesummary.html). Dracaena cinnabari was also listed ciation Botanical Safety Handbook. CRC Press, Boca Raton, FL.
as vulnerable in the IUCN red list of threatened species (Miller, Angiosperm Phylogeny Group, 1974. Annals of the Missouri Botanical Garden
2004). Dracaena draco was reported as vulnerable species on the 85, 531.
Arnone, A., Nasini, G., 1989. Constituents of Dragon’s blood: part III. Dracoox-
Canary Islands due to overexploitation of the trees for Dragon’s epine, a novel type of biflavanoid. Heterocycles 29, 1119–1125.
Blood in the middle ages (Lucas and Synge, 1978). It was also Arnone, A., Nasini, G., 1990. Constituents of Dragon’s blood: part IV. Dra-
cited in IUCN Red List of Threatened Species (2006). Predom- coflavan A, a novel secotriflavanoid. Journal of the Chemical Society. Perkin
inantly, resin of Daemonorops draco is the principal source of Transactions I, 2637–2640.
commercially harvested Dragon’s blood. Plant cell, tissue and Arnone, A., Nasini, G., Vajna de Pava, O., 1997. Constituents of Dragon’s blood.
5. Dracoflavans B1, B2, C1, C2, D1, and D2, new A-type deoxyproantho-
organ culture could be an alternative approach for economic pro- cyanidins. Journal of Natural Products 60, 971–975.
duction of Dragon’s blood plants and the secondary metabolites Badib, A.S., 1991. Medicinal Plants of the Yemen. Maktabah Alirsaid, Sanaa,
they produce. p. 15.
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 377

Balfour, I.B., 1883. The Dragon Blood Tree of Socotra, vol. 30. Translation Desmarchelier, C., Witting Schaus, F., Coussio, I., Cicca, G., 1997. Effects of
Royal Society, Edinburgh, pp. 619–623. Sangre de Drago from Croton lechleri Muell. Arg. on the production of
Balfour, I.B., 1888. Botany of Socotra, vol. 31. Translation Royal Society, active oxygen radicals. Journal of Ethnopharmacology 58, 103–108.
Edinburgh, pp. 1–446. Desmarchelier, C.J., de Moraes Barros, S.B., 2003. Pharmacological activity of
Barnard, D.L., Huffman, J.H., Nelson, R.M., Morris, J.L.B., Gessaman, A.C., South American plants: effects on spontaneous in vivo lipid peroxidation.
Sidwell, R.W., Meyerson, L.R., 1992. Mode of action of SP-303 against Phytotherapy Research 17, 80–82.
respiratory syncytial virus (RSV). Antiviral Research, 91. DiCesare, D., DuPont, H.L., Mathewson, J.J., Ashely, D., Martinez-Sandoval, F.,
Barnard, D.L., Smeem, D.F., Huffman, J.H., Meyerson, L.R., Sidwell, R.W., Pennington, J.E., Porter, S.B., 2002. A double blind, randomized, placebo-
1993. Antiherpesvirus activity and mode of action of SP-303, a novel plant controlled study of SP-303 (Provir) in the symptomatic treatment of acute
flavonoid. Chemotherapy 39, 203–211. diarrhoea among travelers to Jamaica and Mexico. American Journal of
Barry, Hedley, Drummond, Morrell, 1926. Natural and Synthetic Resins, p. Gastroenterology 97, 2585–2588.
83-89. Dobbie, J.J., Henderson, G.G., 1883. The Classification and Properties of red
Bellesia, F.F., Pinetti, A.A., Tirillini, B.B., 1996. Headspace analysis of Croton Resins Known Under the Name of Dragon’s Blood. W.L. Richardson, Lon-
lechleri L. sap. Journal of Essential Oil Research 8, 435–437. don.
Bensky, D., Gamble, A., 1993. Chinese Herbal Medicine: Materia Medica, Dobbie, J.J., Henderson, G.G., 1884. Red resins known as Dragons Blood.
China. American Journal of Pharmacy 56, 4.
Bettolo, R.M., Scarpati, M.L., 1979. Alkaloids of Croton draconoides. Phyto- Duke, J., Vasquez, R., 1994. Amazonian Ethnobotanical Dictionary. CRC, Boca
chemistry 18, 520. Raton, FL.
Bianchini, J.P., Gaydou, E.M., Rafaralahitsimba, G., Waegell, B., Zahra, J.P., Edwards, H.G.M., de Oliveira, L.F., Prendergast, H.D., 2004. Raman spectro-
1988. Dammarane derivatives in the fruit lipids of Olea madagascariensis. scopic analysis of Dragon’s blood resins-basis for distinguishing between
Phytochemistry 27, 2301–2304. Dracaena (Convallariaceae), Daemonorops (Palmae) and Croton (Euphor-
Boutier, P., Le Verrier, J., 1872. The Canarian, or Book of the Conquest and biaceae). Analyst 129, 134–138.
Conversion of the Canarians in the Year 1402, by Jean de Bethencourt, vol. Edwards, H.G.M., de Oliveira, L.F., Quye, A., 2001. Raman spectroscopy of
46. Hakluyt Society Publications, London. colored resins used in antiquity: Dragon’s blood and related substances.
Braz, F.R., Diaz, P.P., Gottlieb, O.R., 1980. Tetronic acid and diarylpropanes Spectrochimia Acta Part A: Molecular and Biomolecular Spectroscopy 57,
from Iryanthera elliptica. Phytochemistry 19, 455–459. 2831–2842.
Brockmann, H., Junge, H., 1943. Constitution of dracorhodin, a new pigment Edwards, H.G.M., Farwell, D.W., Quye, A., 1997. ‘Dragon’s blood’
from “dragon’s blood”. Berichte der Deutschen Chemischen Gesellschaft I—characterization of an ancient resin using Fourier transform Raman spec-
76, 751–763. troscopy. Journal of Raman Spectroscopy 28, 243–249.
Cai, X.T., Xu, Z.F., 1979. Studies on the plant origin of Chinese Dragon’s blood. Emboden, W.A., 1974. Bizarre Plants: Magical, Monstrous and Mythical. Studio
Acta Botanica Yunnanica 1, 1–9. Vista, London, pp. 98–109.
Cai, Y., Chen, Z.P., Phillipson, J.D., 1993a. Diterpenes from Croton lechleri. Esmeraldino, L.E., Souza, A.M., Sampaio, S.V., 2005. Evaluation of the effect
Phytochemistry 32, 755–760. of aqueous extract of Croton urucurana Baillon (Euphorbiaceae) on the
Cai, Y., Evans, J., Roberts, M.F., Phillipson, J.D., Zenk, M.H., Gleba, Y.Y., hemorrhagic activity induced by the venom of Bothrops jararaca, using
1991. Polyphenolic compounds from Croton lechleri. Phytochemistry 30, new techniques to quantify hemorrhagic activity in rat skin. Phytomedicine
2033–2040. 12, 570–576.
Cai, Y., Chen, Z.P., Phillipson, J.D., 1993b. Clerodane diterpenoids from Croton Fischer, H., Machen, T.E., Widdicombe, J.H., Carlson, T.J.S., King, S.R., Chow,
lechleri. Phytochemistry 34, 265–268. J.W.S., Illek, B., 2004. A novel extract SB-300 from the stem bark latex of
Camarda, L., Merlini, L., Nasini, G., 1983. Dragon’s blood from Dracaena Croton lechleri inhibits CFTR-mediated chloride secretion in human colonic
draco, structure of novel homoisoflavonoid. Heterocycles 20, 39–43. epithelial cells. Journal of Ethnopharmacology 93, 351–357.
Cardillo, G., Merlini, L., Nasini, G., Salvadori, P., 1971. Constituents of Dragon’s Ford, S.L., Steiner, R.R., Thiericke, R., Young, R., Soine, W.H., 2001. Dragon’s
Blood: part I. Structure and absolute configuration of new optically active Blood incense: misbranded as a drug of abuse? Forensic Science Interna-
flavans. Journal of Chemical Society C, 3967–3970. tional 115, 1–8.
Carlson, T.J.S., King, S.R., 2000. Sangre de Drago (Croton lechleri Muell.- Forejtnı́ková, H., Lunerová, K., Kubı́nová, R., Jankovská, D., Marek, R., Kareš,
Arg.)—A phytomedicine for the treatment of diarrhoea. Health Notes: R., Suchý, V., Vondráček, J., Machala, M., 2005. Chemoprotective and toxic
Review of Complementary and Integrative Medicine 7, 315–320. potentials of synthetic and natural chalcones and dihydrochalcones in vitro.
Castner, J.L., Timme, S.L., Duke, J.A., 1998. A Field Guide to Medicinal and Toxicology 208, 81–93.
Useful Plants of the Upper Amazon. Feline Press, Gainesville, FL, p. 46. Fulling, E.H., 1953. Dragon’s blood. Economic Botany 7, 227.
Castro, O., Gutierrez, J.M., Barrios, M., Castro, I., Romero, M., Umana, E., 1999. Gabriel, S.E., Davenport, S.E., Steagall, R.J., Vimal, V., Carlson, T., Rozhon,
Neutralization of the hemorrhagic effect induced by Bothrops asper (Ser- E.R., 1999. A novel plant-derived inhibitor of cAMP-mediated fluid and
pentes: Viperidae) venom with tropical plant extracts. Revista de Biologı́a chloride secretion. American Journal of Physiology Gastrointestinal and
Tropical 47, 605–616. Liver Physiology 276, G58–G63.
Chen, S., Liu, X., 2006. A computer simulation research for the effects of Gao, W.F., Zheng, H., Wang, Y.S., Zhang, Z.H., Lu, J.C., Zhang, S.F., 1989.
Dragon’s blood and its component loureirin B on sodium channel in dor- Synthesis of dracorhodin. Chinese Journal of Pharmaceuticals (Zhongguo
sal root ganglion cells. Sheng Wu Yi Xue Gong Cheng Xue Za Zhi 23, Yiyao Gongye Zazhi) 20, 247–250.
1172–1176. Gerarde, J., Johnson, T. (Eds.), 1633. The Herbal or General History of Plants.
Chen, Z.P., Cai, Y., Phillipson, J.D., 1994. Studies on the anti-tumor, anti- Reprinted by Dover Publications, New York (1975).
bacterial, and wound-healing properties of Dragon’s blood. Planta Medica Gibbs, A., Green, C., Doctor, V.M., 1983. Isolation and anticoagulant prop-
60, 541–545. erties of polysaccharides of Typha augustata and Daemonorops species.
Cobo, P.B., 1956. In: Mateos, P.F. (Ed.), Biblioteca de Autores Españoles Thrombosis Research 32, 97–108.
(Series), vols. 91/92. Atlas, Madrid. Gilbert, B.E., Wyde, P.R., Wilson, P.Z., Meyerson, L., 1993. SP-303 small par-
Craveiro, A., Silveira, E.R., 1982. 2 Cleistanthane type diterpenes from Croton ticle aerosol treatment of influenza A virus infection in mice and respiratory
sonderianus. Phytochemistry 21, 2571–2574. syncytial virus infection in cotton rats. Antiviral Research 21, 37–45.
Darias, V., Bravo, L., Rabanal, R., Sanchez Mateo, C., Gonzalez Luis, R.M., Her- Gonzales, G.F., Valerio Jr., L.G., 2006. Medicinal plants from Peru: a review of
nandez Perez, A.M., 1989. New contribution to the ethnopharmacological plants as potential agents against cancer. Anti-cancer Agents in Medicinal
study of the Canary Islands. Journal of Ethnopharmacology 25, 77–92. Chemistry 6, 429–444.
Deepika, G., Gupta, R.K., 2007. Chemical investigation of Dracaena cinnabari González, A.G., Hernández, J.C., León, F., Padrón, J.I., Estévez, F., Quin-
resin in India. Unpublished report. tana, J., Bermejo, J., 2003. Steroidal saponins from the bark of Dracaena
378 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

draco and their cytotoxic activities. Journal of Natural Products 66, 793– Kumar, V.P., Chauhan, N.S., Padh, H., Rajani, M., 2006. Search for antibacte-
798. rial and antifungal agents from selected Indian medicinal plants. Journal of
González, A.G., León, F., Hernández, J.C., Padrón, J.I., Sánchez-Pinto, L., Ethnopharmacology 107, 182–188.
Bermejo, J., 2004. Flavans of dragon’s blood from Dracaena draco and Lewis, W.H., Stonard, R.J., Porras-Reyes, B., Mustoe, T.A., 1992. Wound-
Dracaena tamaranae. Biochemical Systematics and Ecology 32, 179–184. healing composition. US Patent 5156847, October 20.
González, A.G., León, F., Sánchez-Pinto, L., Padrón, J.I., Bermejo, J., 2000. Liu, X., Chen, S., Zhang, Y., Zhang, F., 2006. Modulation of Dragon’s blood on
Phenolic compounds of Dragon’s blood from Dracaena draco. Journal of tetrodotoxin-resistant sodium currents in dorsal root ganglion neurons and
Natural Products 63, 1297–1299. identification of its material basis for efficacy. Science in China. Series C,
Guerrero, R.O., Guzmán, A.L., 2004. Bioactivities of latexes from selected Life Sciences 49, 274–285.
tropical plants. Revista Cubana de Plantas Medicinales, 9. Liu, X., Su, C., Shijin, Y., Zhinan, M., 2004. Effects of Dragon’s blood resin and
Gupta, M.P., Monge, A., Karikas, G.A., Lopez De Cerain, A., Solis, P.N., De its component loureirin B on tetrodotoxin-sensitive voltage-gated sodium
Leon, E., Trujillo, M., Suarez, O., Wilson, F., 1996. Screening of Panama- currents in rat dorsal root ganglion neurons. Science in China. Series C, Life
nian medicinal plants for brine shrimp toxicity, crown gall tumor inhibition, Sciences 47, 340–348.
cytotoxicity and DNA intercalation. International Journal of Pharmacognosy Liu, X., Yin, S., Chen, S., Ma, Q., 2005. Loureirin B: an effective component in
34, 19–27. Dragon’s Blood modulating sodium currents in TG neurons. In: Conference
Gurgel, L.A., Sidrimb, J.J.C., Martinsc, D.T., Filhod, V.C., Rao, V.S., 2005. In Proceedings: Annual International Conference of the IEEE Engineering in
vitro antifungal activity of Dragon’s blood from Croton urucurana against Medicine and Biology Society, IEEE Engineering in Medicine and Biology
dermatophytes. Journal of Ethnopharmacology 97, 409–412. Society. Conference, vol. 5, pp. 4962–4965.
Gurgel, L.A., Silva, R.M., Santos, F.A., Martins, D.T., Mattos, P.O., Rao, V.S., Lopes, M.I.L., Saffi, J., Echeverrigaray, Ś., Henriques, J.A.P., Salvador, M.,
2001. Studies on the antidiarrhoeal effect of Dragon’s blood from Croton 2004. Mutagenic and antioxidant activities of Croton lechleri sap in biolog-
urucurana. Phytotherapy Research 15, 319–322. ical systems. Journal of Ethnopharmacology 95, 437–445.
Hartwell, J.L., 1969. Plants used against cancer. Lloydia 32, 158. Lu, W.J., Wang, X., Chen, J., Lu, Y., Wu, N., Kang, W., Zheng, Q., 1998.
Hernández, J.C., León, F., Estévez, F., Quintana, J., Bermejo, J., 2006. A homo- Studies on the chemical constituents of chloroform extract of Dracaena
isoflavonoid and a cytotoxic saponin from Dracaena draco. Chemistry and cochinchinensis. Yao Xue Xue Bao 33, 755–758.
Biodiversity 3, 62–68. Lucas, G.L.I., Synge, H., 1978. The IUCN Plant Red Data Book. IUCN, Morges,
Hernández, J.C., León, F., Quintana, J., Estévez, F., Bermejo, J., 2004. Icogenin, Switzerland.
a new cytotoxic steroidal saponin isolated from Dracaena draco. Bioorganic Lyons, G., 1974. In search of dragons or: the plant that roared. Cactus and
and Medicinal Chemistry 12, 4423–4429. Succulent Journal 44, 267–282.
Himmelreich, U., Masaoud, M., Adam, G., Ripperger, H., 1995. Damalachawin, Mabberley, D.J., 1998. The Plant Book. Cambridge University Press (rev. edn
a triflavonoid of a new structural type from Dragon’s blood of Dracaena 1998).
cinnabari. Phytochemistry 39, 949–951. Machala, M., Kubı́nová, R., Hořavová, P., Suchý, V., 2001. Chemoprotective
Holodniy, M., Koch, J., Mistal, M., Schmidt, J.M., Khandwala, A., Pennington, potentials of homoisoflavonoids and chalcones of Dracaena cinnabari:
J.E., Porter, S.B., 1999. A double blind, randomized, placebo controlled modulations of drug-metabolizing enzymes and antioxidant activity. Phy-
phase II study to assess the safety and efficacy of orally administered SP- totherapy Research 15, 114–118.
303 for symptomatic treatment of diarrhoea in patients with AIDS. American Masaoud, M., Himmelreich, H., Ripperger, H., Adam, G., 1995a. New
Journal of Gastroenterology 94, 3267–3273. bioflavonoids from Dracaena cinnabari. Planta Medica 61, 341–344.
Howes, F.N., 1949. Vegetable Gums and Resins. Chronica Botanica Company, Masaoud, M., Ripperger, H., Porzel, A., Adam, G., 1995b. Cinnabarone, a
Waltham, Mass. USA. bioflavonoid from Dragon’s blood of Dracaena cinnabari. Phytochemistry
Hsu, H.Y., 1986. Oriental Materia Medica: A Concise Guide Pub. Oriental 38, 751–753.
Healing Arts Instit. of the United States. Masaoud, M., Ripperger, H., Porzel, A., Adam, G., 1995c. Flavonoids of
Itokawa, H., Ichihara, Y., Mochizuka, M., Enomori, T., Morita, H., Shirota, Dragon’s blood from Dracaena cinnabari. Phytochemistry 38, 745–749.
O., Inamatsu, M., Takeya, K., 1991. A cytotoxic substance from San- Masaoud, M., Schmidt, J., Adam, G., 1995d. Sterols and triterpenoids from
gre de Grado. Chemical and Pharmaceutical Bulletin (Tokyo) 39, 1041– Dracaena cinnabari. Phytochemistry 38, 795–796.
1042. Maxwel1, C.A., Hartwig, U.A., Joseph, C.M., Phillips, D.A., 1989. A chalcone
Jiang, D.F., Ma, P., Yang, J., Wang, X., Xu, K., Huang, Y., Chen, S., 2003. and two related flavonoids from alfalfa roots induce nod gene of Rhizobium
Formation of blood resin in abiotic Dracaena cochinchinensis inocu- meliloti. Plant Physiology 91, 824–847.
lated with Fusarium 9568D. Ying Yong Sheng Tai Xue Bao 14, 477– Meksuriyen, D., Cordell, G.A., 1988. Traditional medicinal plants of Thailand,
478. XIII. Flavonoid derivatives from Dracaena loureiri. Journal of the Science
Jones, K., 1995. Cat’s Claw: Healing Vine of Peru. Sylvan, Seattle, WA. Society of Thailand 14, 3–24.
Jones, K., 2003. Review of Sangre de Drago (Croton lechleri)—A South Amer- Meksuriyen, D., Cordell, G.A., Ruangrungsi, N., Tantivatana, P., 1987.
ican tree sap in the treatment of diarrhoea, inflammation, insect bites, viral Traditional medicinal plants of Thailand, IX. 10-Hydroxy-11-
infections, and wounds: traditional uses to clinical research. The Journal of methoxydracaenone and 7,10-Dihydroxy-11-methoxydracaenone
Alternative and Complementary Medicine 9, 877–896. from Dracaena loureiri. Journal of Natural Products 50, 1118–
Juránek, I., Suchý, V., Stará, D., Mašterová, I., Grančaiová, Z., 1993. Antioxida- 1125.
tive activity of homoisoflavonoids from Muscari racemosum and Dracaena Melo, M.J., Sousa, M., Parola, A.J., de Melo, J.S., Catarino, F., Marcalo, J., Pina,
cinnabari. Pharmazie 48, 310–311. F., 2006. Identification of 7,4 -Dihydroxy-5-methoxyflavylium in “Dragon’s
Kiangsu Institute of Modern Medicine, 1977. Encyclopedia of Chi- Blood”: to be or not to be an anthocyanin. Chemistry 13, 1417–1422.
nese Drugs. Shanghai Scientific and Technical Publications, Shanghai, Merlini, L., Nasini, G., 1976. Constituents of Dragon’s Blood: part II. Struc-
pp. 848–851. ture and oxidative conversion of novel secobiflavanoid. Journal of Chemical
Koch, J., 2000. A phase III, double-blind, randomized, placebo controlled multi- Society. Perkin Transactions I, 1570–1576.
center study of SP-303 (ProvirTM ) in the symptomatic treatment of diarrhoea Meza, E.N. (Ed.), 1999. Desarrollando Nuestra Diversidad Biocultural: “Sangre
in patients with acquired immunodeficiency syndrome (AIDS). In: Poster de Grado” yel Reto de su Producción Sustentable en el Perú. Universidad
Presented at 13th International AIDS Conference, Durban, South Africa, Nacional Mayor de San Marcos, Lima.
July 14. Milanowski, D.J., Winter, R.E., Elvin-Lewis, M.P., Lewis, W.H., 2002. Geo-
Koch, J., Tuveson, J., Carlson, T., Schmidt, J., 1999. A new therapy for HIV- graphic distribution of three alkaloid chemotypes of Croton lechleri. Journal
associated diarrhoea improves quality of life. In: Poster Presented at Seventh of Natural Products 65, 814–819.
European Conference on Clinical Aspects and Treatment of HIV-Infection, Milburn, M., 1984. Dragon’s Blood in East & West Africa, Arabia and the Canary
Lisbon, Portugal, October 23–27. Islands. Africa 39, 486–493.
D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380 379

Miller, A., 2004. Dracaena cinnabari. In: IUCN 2006. 2006 IUCN Red List of can Dragon’s Blood and its constituents. Planta Medica Supplement 58,
Threatened Species. A582–A583.
Miller, A.G., Morris, M., 1988. Plants of Dhofar the Southern Region of Oman, Pieters, L., De Bruyne, T., Van Poel, B., Vingerhoets Totté, J., Vanden Berghe,
Traditional, Economic and Medicinal Uses. The Office of the Adviser for D., Vlietinck, A., 1995. In vivo wound healing activity of Dragon’s blood
Conservation of the Environment, Diwan of Royal Court Sultanate of Oman. (Croton spp.), a traditional South American drug, and its constituents. Phy-
Miller, M.J.S., MacNaughton, W.K., Zhang, X.J., Thompson, J.H., Charbonnet, tomedicine 2, 17–22.
R.M., Bobrowski, P., Lao, J., Trentacosti, A.M., Sandoval, M., 2000. Treat- Pieters, L., Vanden Berghe, D., Vlietinck, A.J., 1990. A dihydrobenzofuran
ment of gastric ulcers and diarrhoea with the Amazonian herbal medicine lignan from Croton erythrochilus. Phytochemistry 29, 348–349.
sangre de grado. American Journal of Physiology. Gastrointestinal and Liver Piozzi, F., Passannanti, S., Paternostro, M.P., Nasini, G., 1974. Diterpenoid resin
Physiology 279, G192–G200. acids of Daemonorops draco. Phytochemistry 13, 2231–2233.
Miller, M.J.S., Vergnolle, N., McKnight, W., Musah, R.A., Davison, C.A., Plinius Secundus, 1601. The Historie of the Worlde. London.
Trentacosti, A.M., Thompson, J.H., Sandoval, M., Wallace, J.L., 2001. Inhi- Poehland, B.L., Carté, B.K., Francis, T.A., Hyland, L.J., Allaudeen, H.S.,
bition of neurogenic inflammation by the Amazonian herbal medicine sangre Troupe, N., 1987. In vitro antiviral activity of Dammar resin triterpenoids.
de grado. The Journal of investigative dermatology 117, 725–730. Journal of Natural Products 50, 706–713.
Milner, J.E., 1992. The Tree Book. Colllns & Brown Ltd., London. Ponpipom, M.M., Bugianesi, R.L., Brooker, D.R., Yue, B.Z., Hwang, S.B.,
Milo, B., Risco, E., Vila, R., Iglesias, J., Cãnigueral, S., 2002. Characterization Shen, T.Y., 1987. Structure–activity relationships of Kadsurenone analogues.
of a Fucoarabinogalactan, the main polysaccharide from the gum exudate of Journal of Medicinal Chemistry 30, 136–142.
Croton urucurana. Journal of Natural Products 65, 1143–1146. Porras-Reyes, B.H., Lewis, W.H., Roman, J., Simchowitz, L., Mustoe, T.A.,
Mimaki, Y., Kuroda, M., Ide Atsushi Kameyama, A., Yokosuka, A., Sashida, Y., 1993. Enhancement of wound healing by the alkaloid taspine defining mech-
1999. Steroidal saponins from the aerial parts of Dracaena draco and their anism of action. In: Proceedings of the Society for Experimental Biology
cytostatic activity on HL-60 cells. Phytochemistry 50, 805–813. and Medicine, vol. 203. Society for Experimental Biology and Medicine,
Mitscher, L.A., Leu, R.P., Bathala, M.S., Wu, W.N., Beal, J.L., White, R., New York, NY, pp. 18–25.
1972. Antimicrobial agents from higher plants. 1. Introduction, rationale Rao, G.S.R., Gehart, M.A., Lee III, R.T., Mitscher, L.A., Drake, S., 1982.
and methodology. Lloydia 35, 157–166. Antimicrobial agents from higher plants: Dragon’s blood resin. Journal of
Mothana, R.A.A., Lindequist, U., 2005. Antimicrobial activity of some medici- Natural Products 45, 646–648.
nal plants of the island Soqotra. Journal of Ethnopharmacoloy 96, 177–181. Risco, E., Ghia, F., Vila, R., Iglesias, J., Alvarez, E., Canigueral, S.,
Mothana, R.A.A., Mentel, R., Reiss, C., Lindequist, U., 2006. Phytochemical 2003. Immunomodulatory activity and chemical characterization of san-
screening and antiviral activity of some medicinal plants from the island gre de drago (Dragon’s blood) from Croton lechleri. Planta Medica 69,
Soqotra. Phytotherapy Research 20, 298–302. 785–794.
Murillo, R.M., Jakupovic, J., Rivera, J., Castro, V.H., 2001. Diterpenes and Robertson, A., Whalley, W.B., 1950. The pigments of “Dragon’s blood” resin.
other constituents from Croton draco (Euphorbiaceae). Revista de Biologı́a Part II. A synthesis of dracorhodin. Journal of Chemical Society, 1882–1884.
Tropical 49, 259–264. Rossi, D., Bruni, R., Bianchi, N., Chiarabelli, C., Gambari, R., Medici, A.,
Orozco-Topete, R., Sierra-Madero, J., Cano-Dominguez, C., Kershenovich, Lista, A., Paganetto, G., 2003. Evaluation of the mutagenic, antimutagenic
J., Ortiz-Pedroza, G., Vazquez-Valls, E., Garcia-Cosio, C., Soria-Cordoba, and antiproliferative potential of Croton lechleri (Muell. Arg.) latex. Phy-
A., Armendariz, A.M., Teran-Toledo, X., Romo-Garcia, J., Fernandez, H., tomedicine 10, 139–144.
Rozhon, E.J., 1997. Safety and efficacy of Virend (R) for topical treatment Rozhon, E.J., Khnadwala, A.S., Sabouni, A., 1998. Enteric formulations of
of genital and anal herpes simplex lesions in patients with AIDS. Antiviral proanthocyanadin polymer antidiarrhoeal compositions. #WO 9816111,
Research 35, 91–103. April 23.
Pankow, D., 1988. Dungeons and Dragons Blood: the development of late 19th Safrin, S., Phan, L., Elbeik, T., 1993. Evaluation of the in vitro activity of SP-303
and early 20th century platemaking processes. Journal of the American against clinical isolates of acyclovir-resistant and foscarnet-resistant herpes
Printing History Association 1, 21–35. simplex virus. Antiviral Research 20, 117.
Parkinson, J., 1640. Theatricum Botanlcum. London. Sandoval, M., Okuhama, N.N., Clark, M., Angeles, F.M., Lao, J., Bustamante,
Pearson, J., 2002. Dragons blood. The Horticulturist 11, 10–12. S., Miller, M.J.S., 2002. Sangre de grado Croton palanostigma induces apop-
Pearson, J., Prendergast, D.V., 2001. Collections corner: Daemondrops, Dra- tosis in human gastrointestinal cancer cells. Journal of Ethnopharmacology
caena and other Dragons Blood. Economic Botany 55, 474–477. 80, 121–129.
Perdue, G.P., Blomster, R.N., Blake, D.A., Farnsworth, N.R., 1979. South Amer- Sethi, M.L., 1977. Inhibition of RNA-directed DNA polymerase activity of RNA
ican plants II: taspine isolation and anti-inflammatory activity. Journal of tumor viruses by taspine. Canadian Journal of Pharmaceutical Sciences 12,
Pharmaceutical Sciences 68, 124–125. 7–9.
Peres, M.T.L.P., Delle Monache, F., Cruz, A.B., Pizzolatti, M.G., Yunes, R.A., Shen, C.C., Tsai, S.Y., Wei, S.L., Wang, S.T., Shieh, B.J., Chen, C.C., 2007.
1997. Chemical composition and antimicrobial activity of Croton urucurana Flavonoids isolated from Draconis Resina. Natural product research 4,
Baillon (Euphorbiaceae). Journal of Ethnopharmacology 56, 223–226. 377–380.
Peres, M.T.L.P., Delle Monache, F., Pizzolatti, M.G., Santos, A.R.S., Beirith, Sidwell, R.W., Huffman, J.H., Moscon, B.J., Warren, R.P., 1994. Influenza virus-
A., Calixto, J.B., Yunes, R.A., 1998a. Analgesic compounds of Croton inhibitory effects of intraperitoneally and aerosol-administered SP-303, a
urucurana Baillon. Pharmacochemical criteria used in their isolation. Phy- plant flavanoid. Chemotherapy 40, 42–50.
totherapy Research 12, 209–211. Soike, K.F., Zhang, J.Y., Meyerson, L.R., 1992. Reduction of respiratory syn-
Peres, M.T.L.P., Pizzolatti, M.G., Yunes, R.A., Delle Monache, F., 1998b. Clero- cytial virus (RSV) shedding in African green monkeys treated with SP-303.
dane diterpenes of Croton urucurana. Phytochemistry 49, 171–174. Antiviral Research, 91.
Phillipson, J.D., 1995. A matter of some sensitivity. Phytochemistry 38, Sollman, T., 1920. A sketch of the medical history of Dragon’s Blood. Journal
1319–1343. of the American Pharmaceutical Association 9, 141–144.
Piacente, S., Belisario, M.A., Del Castillo, H., Pizza, C., De Feo, V., 1998. Croton Soukup, J., 1970. Dictionary of the Common Names of Peruvian Flora and
ruizianus: platelet proaggregating activity of two new pregnane glycoides. Catalog of the Genuses, vol. 141. Editorial Salesiana, Lima, Peru.
Journal of Natural Products 61, 318–322. Stern, W.T., 1992. Dictionary of Plant Names for Gardeners. Cassell Publishers
Pieters, L., De Bruyne, T., Claeys, M., Vlietinck, A., Calomme, M., van den Ltd., London.
Berghe, D., 1993. Isolation of a dihydrobenzofuran lignan from South Amer- Suchý, V., Bobovnický, B., Trojánek, J., Buděsı́nšký, M., Ubik, K., 1991.
ican Dragon’s blood (Croton spp.) as an inhibitor of cell proliferation. Journal Homoisoflavans and other constituents of Dragon’s blood from Dracaena
of Natural Products 56, 899–906. cinnabari. In: Pezzuto, J.M. (Ed.), Progress on Terrestrial and Marine Natural
Pieters, L., De Bruyne, T., Mei, G., Lemiere, G., Vanden Berghe, D., Vlietinck, Products of Medicinal and Biological Interest. American Botanical Council,
A.J., 1992. In vitro and In vivo biological activity of South Ameri- Austin, pp. 110–118.
380 D. Gupta et al. / Journal of Ethnopharmacology 115 (2008) 361–380

ELHAH, 2007. The Eleventh Labor of Hercules: The Apples of The Hesperides. Wyde, P.R., Meyerson, L.R., Ambrose, M.W., Pfeifer, J.P., Voss, T.G., Gilbert,
Trease, G.E., Evans, W.E., 1978. Pharmocognosy, 11th ed. Bailliere Tindall, B.E., 1991. Elucidation of a polyphenolic polymer with antiviral activity
London. against myxo- and paramyxoviruses. Antiviral Research, 67.
Trimble, H., 1895. Report on tannin from an exudation of Pterocarpus draco, Xia, M., Wang, M., Tashiro, S.I., Onodera, S., Minami, M., Ikejima, T., 2004.
linne, and known in Jamaica as Dragon’s blood. American Journal of Phar- Dracorhodin perchlorate induces apoptosis via activation of caspases and
macy 67, 2. generation of reactive oxygen species. Journal of Pharmacological Sciences
Tsacheva, I., Rostan, J., Iossifova, T., Vogler, B., Odjakova, M., Navas, H., 95, 273–283.
Kostova, I., Kojouharova, M., Kraus, W., 2004. Complement inhibiting prop- Xia, M., Wang, M., Tashiro, S.I., Onodera, S., Minami, M., Ikejima, T., 2005.
erties of Dragon’s blood from Croton draco. Zeitschrift für Naturforschung Dracorhodin perchlorate induces A375-S2 cell apoptosis via accumulation
59, 528–532. of p53 and activation of caspases. Biological Pharmaceutical Bulletin 28,
Tsai, W.J., Hsieh, H.T., Chen, C.C., Chen, C.F., 1995. Studies on the 226–232.
vasoactive–antithrombotic effect of Draconis Resina and its components. Xia, M.Y., Wang, M.W., Cui, Z., Tashiro, S.I., Onodera, S., Minami, M., Ikejima,
Journal of Chinese Medicine 6, 59–73. T., 2006. Dracorhodin perchlorate induces apoptosis in HL-60 cells. Journal
Tsai, W.J., Hsieh, H.T., Chen, C.C., Chen, C.F., Kuo, Y.C., Chen, of Asian Natural Products Research 8, 335–343.
C.F., 1998. Characterization of the antiplatelet effects of (2S)-5- Xia, M.Y., Wang, M.W., Wang, H.R., Tashiro, S., Ikejima, T., 2004. Mechanism
methoxy-6-methylflavan-7-ol from Draconis Resina. European Journal of of dracorhodin perchlorate-induced Hela cell apoptosis. Yao Xue Xue Bao
Pharmacology 346, 103–110. 39, 966–970.
Ubillas, R., Jolad, S.D., Bruening, R.C., Kernan, M.R., King, S.R., Sesin, D.F., Zheng, Q.A., Chen, J.T., Zhang, Y.J., Yang, C.R., 2004. Origin and dif-
Barrett, M., Stoddart, C.A., Flaster, T., Kuo, J., Ayala, F., Meza, E., Castanel, fusion of Dragons Blood, a famous folk herb—see info.kib.ac.cn/
M., Mc Meekin, D., Rozhon, E., Tempesta, M.S., Barnard, D., Huffman, J., kibinfoEN/soft/2941.html.
Smee, D., Sidwell, R., Soike, K., Brazier, A., Safrin, S., Orlando, R., Kenny, Zheng, Q.A., Li, H.Z., Zhang, Y.J., Yang, C.R., 2006a. Dracaenogenins A and B,
P.T.M., Berova, N., Nakanishi, K., 1994. SP-303, an antiviral oligomeric new spirostanols from the red resin of Dracaena cochinchinensis. Steroids
proanthocyanidin from the latex of Croton lechleri (Sangre De Drago). 71, 160–164.
Phytomedicine 12, 77–106. Zheng, Q.A., Yang, C.R., 2003a. Dracanoside A and B, new C-22 steroidal
Vachalkova, A., Novotny, L., Nejedlikova, M., Suchý, V., 1995. Potential car- lactone glycosides from the stem of Dracaena cochinchinensis. Chinese
cinogenicity of homoisoflavanoids and flavonoids from Resina sanguinis Chemical Letters 14, 1261–1264.
draconis (Dracaena cinnabari Balf.). Neoplasma 42, 313–316. Zheng, Q.A., Yang, C.R., 2003b. Pregnane glycosides from Dracaena cochinchi-
Vaisberg, A.J., Milla, M., As, M.C., Córdova, J.L., Rosas de Agusti, E., Ferreyra, nensis. Journal of Asian Natural Products Research 5, 291–296.
R., Mustiga, M.C., Carlin, L., Hammon, G.B., 1989. Taspine is the cicatrizant Zheng, Q.A., Zhang, Y.J., Li, H.Z., Yang, C.R., 2004b. Flavonoids from
principle in Sangre de Grado extracted from Croton lechleri. Planta Medica Dragon’s Blood of Dracaena cochinchinensis. Helvetica Chimica Acta 87,
55, 140–143. 1267–1271.
Veselá, D., Marek, R., Ubik, K., Lunerová, K., Sklenář, V., Suchý, V., 2002. Dra- Zheng, Q.A., Zhang, Y.J., Li, H.Z., Yang, C.R., 2004c. Steroidal saponins from
cophane, a metacyclophane derivative from the resin of Dracaena cinnabari fresh stems of Dracaena cochinchinensis. Steroids 69, 111–119.
Balf. Phytochemistry 61, 967–970. Zheng, Q.A., Zhang, Y.J., Yang, C.R., 2006b. A new meta-homoisoflavane
Wang, J., Ruan, D., Cheng, Z., Zhou, L., 1999. Phytoalexins in Dracaena from the fresh stems of Dracaena cochinchinensis. Journal of Asian Natural
cochinchinensis resin. Chinese Journal of Applied Ecology 10, 255–256. Products Research 8, 571–577.
Wang, J.L., Li, X.C., Jiang, D.F., Yang, C.R., 1995. Chemical constituents of Zhou, Z.H., Wang, J.L., Yang, C.R., 2001a. Cochinchinenin-a new chalcone
Dragon’s blood resin from Dracaena cochinchinensis in Yunnan and their dimer from the Chinese Dragon’s blood. Acta Pharmaceutica Sinica 36,
antifungal activity. Acta Botanica Yunnanica 17, 336–340. 200–204.
Wyde, P.R., Ambrose, M.W., Meyerson, L.R., Gilbert, B.E., 1993. The antiviral Zhou, Z.H., Wang, J.L., Yang, C.R., 2001b. Chemical constituents of san-
activity of SP-303, a natural polyphenolic polymer, against respiratory syn- guis draconis made in China. Chinese Traditional and Herbal Drugs 32,
cytial and parainfluenza type 3 viruses in cotton rats. Antiviral Research 20, 484–486.
145–154.
Table 3. Gums, resins and latexes': exports from Indonesia, by type, 1988-93
(tonnes; US$ millions)

1988 1989 1990 1991 1992 1993

Total 17114 33236 40531 41270 35052 41961

FOB value 9.8 19.6 24.8 23.4 22.1 24.9

Of which:
Damarb 10343 11372 10878 12573 10175 13285
Jelutongc 2358 5373 6495 3700 2712
1182
Copal 2485 1811 1766 1880 1863 1886
Gum arabicd 2937 2050 2405 1988 361
Benzoine 1157 975 884 1126 806 824
Lac 411 227 703 221 245 311
Gutta percha 3 75 156 316 366 241
Dragon's blood 26 59 71 87 47 25
Gahuru 39 44 47 181 204
"Other gum"f 107 9947 16557 18602 16454 23255
"Other resin" 129 391 927 311 177 387
Others 95 30 2 38 -

Source: National statistics


Notes: a Excludes agar-agar (a seaweed gum) and "Resin pine" (= pine rosin, a processed product
of crude pine resin).
b Includes "Damar", "Resin batu" and "Resin mata kucing" (see section on DAMAR).
c Includes raw, pressed, refined, and other.
d Very improbable that this is genuine gum arabic.
e Classified as "Frankincense" (see footnote to Table 23).
f From 1989, it is probable that a large proportion of this is crude pine resin.

You might also like