Professional Documents
Culture Documents
Garcinia Mangostana - Review PDF
Garcinia Mangostana - Review PDF
REVIEW ARTICLE
Garcinia mangostana L.: A Phytochemical and
Pharmacological Review
Garcinia mangostana L. (mangosteen, Clusiaceae) has a long history of use as a medical plant, mostly in
Southeast Asia. This is a review of the phytochemistry and pharmacology of mangosteen. Traditionally
mangosteen is famous for its antiinflammatory properties and is used in the treatment of skin infections and
wounds. Other applications include the therapy of various conditions such as dysentery, different urinary
disorders, cystitis and gonorrhoea. This review highlights the development of this botanical drug into a widely
used nutraceutical. Products derived from G. mangostana are now distributed increasingly all over the world.
This has given rise to a concomitant increase in research on the phytochemical constituents and biological
activity of mangosteen. Central to the biological activity of the species are xanthones which are reviewed in
detail. A comprehensive assessment of the biological activities of individual xanthones as well as extracts of
G. mangostana is included. In addition, its potential in terms of developing novel drug leads is assessed.
Products containing its fruits are now sold widely as ‘liquid botanical supplements’, but evidence for the health
benefits of these products is still lacking. As shown here, a serious weakness in our knowledge is the lack of
clinical data and it is not yet clear to what extent the findings about pharmacological activities are of potential
clinical relevance. Copyright © 2009 John Wiley & Sons, Ltd.
Keywords: mangosteen (Garcinia mangostana L.); Clusiaceae (Guttiferae); xanthones; antiinflammatory; nutraceuticals;
traditional medicine.
for treating eczema, hyperkeratosis and other skin smooth externally, 3.4–7.5 cm in diameter. The colour
disorders such as psoriasis (Matsumoto et al., 2003; is usually from dark-purple to red-purple. The rind
Sakagami et al., 2005; Sato et al., 2004). The rind is 6–10 mm thick, red in cross-section, purplish-white
decoction is administered to relieve diarrhea, cystitis, on the inside. The rind contains bitter yellow latex and
gonorrhoea and gleet. The decoction can additionally a purple, staining juice. The fruit may be seedless or
be applied externally as an astringent lotion (Farnsworth have 1–5 fully developed seeds with ovoid-oblong shape.
and Bunyapraphatsara, 1992; Moongkarndi et al., 2004a; The seeds are usually flattened, 2.5 cm long and 1.6 cm
Sato et al., 2004). The astringent qualities of mangosteen wide. The arils of the seeds are represented as 4–8
are also used for preventing dehydration and the loss triangular segments of white, juicy and soft flesh. The
of essential nutrients from the gastrointestinal tract in flesh is slightly or distinctly acid in flavour and is claimed
case of diarrhoea. In Thai folk medicine the fruit hulls as very luscious and delicious (Corner, 1988; Farnsworth
of G. mangostana have been in use for the treatment of and Bunyapraphatsara, 1992; Ramage et al., 2004;
skin infections, wounds and for the relief of diarrhea Wieble and Downton, 1992).
(Jung et al., 2006; Suksamrarn et al., 2002, 2003).
In the Philippines and Malaya a tea made from the
rind and decoction of the leaves and bark is used as
a febrifuge as well as in the treatment of diarrhoea, CHEMICAL CONSTITUENTS
dysentery and different urinary disorders. A root
decoction is administered by women with menstrual The major bioactive secondary metabolites of G.
disorders. Moreover, a bark extract called ‘amibiasine’ mangostana are xanthone derivatives (Jung et al., 2006;
has been used for the treatment of amoebic dysentery Peres et al., 2000) which occur commonly in only a few
(Moongkarndi et al., 2004b; Nakatani et al., 2002a). higher plant families, fungi and lichens. Pharmacologi-
G. mangostana has also found medical use in Carib- cal activities of xanthones have aroused great interest
bean and Latin America. A tea made from mangosteen to this class of substances.
fruits is used widely as a tonic for fatigue and low The major constituents from the xanthone fraction
energy states. Brazilians use similar tea as a digestive of G. mangostana were found to be α-mangostin and
aid. In Venezuela parasitic skin infections are treated γ-mangostin (Jung et al., 2006; Harrison, 2002; Suksam-
with poultices of the fruit rind (Chairungsrilerd et al., rarn et al., 2002). More than 60 other xanthones were
1996a; Gopalakrishnan et al., 1997). isolated from different plant parts of G. mangostana
including β-mangostin, 1-isomangostin, 3-isomangostin,
9-hydroxycalabaxanthone, 8-deoxygartanin, demethyl-
calabaxanthone, garcinone B, garcinone D, garcinone
BOTANICAL DESCRIPTION E, gartanin, mangostanol, mangostanin and mangostinone
(Ji et al., 2007; Walker, 2007).
The genus Garcinia (Clusiaceae) includes 50–300 species The majority of investigations are focused on extrac-
of evergreen trees and shrubs native to Asia, Australia, tion and structure elucidation of xanthones from the
tropical and southern Africa and Polynesia. Many of fruit hull or pericarp of the mangosteen fruit (Asai
the species bear edible fruits, including G. mangostana. et al., 1995; Mahabusarakam and Wiriyachitra, 1987;
Mangosteen is believed to be native to Malaysia and Puripattanavong et al., 2006; Suksamrarn et al., 2002).
has been introduced, for example, in Northern Australia, More recently, the presence of these compounds in the
Brazil, Central America, Hawaii, Southern India, Indo- heartwood, stem and seed was reported by several
nesia, Thailand and other tropical countries (Ji et al., 2007). authors (Ee et al., 2006; Harrison, 2002; Sakagami
G. mangostana is an erect slow-growing tree that et al., 2005; Suksamrarn et al., 2003). In the present pro-
has a pyramidal crown. It attains 6–25 m in height and file all known secondary metabolites of G. mangostana
has dark-brown or nearly black bark. The inner bark found in the literature and their structures have been
contains yellow, gummy, bitter latex. included (Table 1).
Leaves are opposite, short-stalked. Shape is ovate- The literature lacks clarity in defining the specific
oblong or elliptic. The leaves have a cuneate base, acute parts of G. mangostana fruits that were used for extrac-
apex, entire margin; contain numerous veins that are tion of active compounds. Some authors refer to fruit
joined together by a vein running parallel to a midrib. rind and fruit hull which are basically parts of fruit
The leaves are thick, dark green and glossy above and pericarp. Therefore, in Table 1 the terms pericarp or
yellowish-green beneath, 9–25 cm long and 4.5–11 cm whole fruit (with seeds) are given without specification
wide. The petiole is 1.2–2.5 cm long. of pericarp part used.
The flowers are 4–5 cm in wide and may be male or
hermaphrodite on the same tree. They form clusters
of 3–9 at the branch tips. There are four sepals and
four ovate, thick, fleshy petals. The petals’ colour is STRUCTURE, METHODS OF ISOLATION
green with red spots on the outside, yellowish-green AND STRUCTURAL INVESTIGATIONS OF
inside. The flowers carry a lot of stamens although they XANTHONES
bear no pollen as they have no anthers. Hermaphrodite
flowers are situated singly or in pairs at the tips of young Xanthones is a class of polyphenolic compounds with
branchlets. Their petals are usually yellowish-green a skeleton of a xanthene-9-one. This is a distinctive
edged with red or mostly red and are quickly shed. chemical structural component that is represented as
The fruit is capped by the prominent calyx at the the tricyclic aromatic ring system. The structure of the
stem end and with 4–8 triangular remnants of the stigma xanthene-9-one is symmetrical and carbons are counted
in a shape of a rosette at the apex. The fruit is round, based on a biosynthetic convention. The majority of
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1049
XANTHONES
α-Mangostin Pericarp, Asai et al. (1995);
Whole fruit, Chairungsrilerd
Stem, Arils, Seed et al. (1996b);
Chen et al. (2008);
Chin et al. (2008);
Ee et al. (2006);
Jung et al. (2006);
Mahabusarakam and
Wiriyachitra (1987);
Malathi et al. (2000);
Matsumoto et al. (2003)
Suksamrarn et al. (2002);
Puripattanavong
et al. (2006);
Sakagami et al. (2005);
Suksamrarn et al.
(2002, 2003, 2006);
Vieira and Kijjoa (2005)
β-Mangostin Pericarp, Ee et al. (2006);
Whole fruit, Stem Farnsworth and
Bunyapraphatsara (1992);
Mahabusarakam and
Wiriyachitra (1987);
Matsumoto et al. (2003);
Sakagami et al. (2005);
Suksamrarn et al.
(2002, 2006);
Vieira and Kijjoa (2005)
γ-Mangostin Pericarp, Asai et al. (1995);
Whole fruit Chairungsrilerd et al.
(1996b);
Gopalakrishnan
et al. (1997);
Jung et al. (2006);
Mahabusarakam and
Wiriyachitra (1987);
Matsumoto et al. (2003);
Suskamrarn et al.
(2003, 2006);
Peres et al. (2000)
(16E)-1,6-Dihydroxy-8-(3- Heartwood Harrison (2002);
hydroxy-3-methylbut-1- Vieira and Kijjoa (2005)
enyl)-3,7-dimethoxy-2-(3-
methylbut-2-enyl)-
xanthone
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1050 D. OBOLSKIY ET AL.
Table 1. (Continued)
O OH
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1051
Table 1. (Continued)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1052 D. OBOLSKIY ET AL.
Table 1. (Continued)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1053
Table 1. (Continued)
O OCH3
OH
O O
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1054 D. OBOLSKIY ET AL.
Table 1. (Continued)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1055
Table 1. (Continued)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1056 D. OBOLSKIY ET AL.
Table 1. (Continued)
BENZOPHENONES
Garcimangosone D Pericarp Huang et al. (2001)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1057
Table 1. (Continued)
FLAVONOIDS
Epicatehin Pericarp Chairungsrilerd
et al. (1996b);
Suksamrarn et al. (2002);
Yu et al. (2007)
ANTHOCYANINS
Chrysanthemin Pericarp Farnsworth and
Bunyapraphatsara (1992)
Table 2. Biological and pharmacological activities (in vitro and in vivo) of G. mangostana extracts and pure constituents
ANTIFUNGAL ACTIVITY
Ethanol extract of pericarp Antifungal activity against three species of Puripattanavong et al. (2006)
Acetone extract of pericarp tinea – Trichophyton rudrum, Trichophyton
Methanol extract of pericarp mentagrophyte, Microsporum gypseum
α-Mangostin Antifungal activity against Fusarium Gopalakrishnan et al. (1997)
γ-Mangostin oxysporum vasinfectum, Altenaria tenius,
Dreschlera oryzae
ANTIBACTERIAL ACTIVITY
γ-Mangostin Strong inhibitory effect on Mycobacterium Suksamrarn et al. (2003)
Garcinone D tuberculosis
Mangostanin
α-Mangostin
Demethylcalabaxanthone
α-Mangostin Inhibitory effect on normal and penicillin Farnsworth and
β-Mangostin resistant Staphylococcus aureus Bunyapraphatsara (1992)
γ-Mangostin
Gartanin
8-Deoxygartanin
Pericarp decoction Inhibition of the growth of Shigella dysenteriae, Sintersmuk and
Shigella flexneri, Shigella sonnei, Shigella Deekijsermpong (1989)
boydii, Escherichia coli, Vibrio cholerae, Vibrio
parahaemolyticus, Salmonella agona, Salmonella
typhi, Salmonella typhimurium, Salmonella
stanley, Salmonella virchow and Salmonella
welterverdin, Vibrio cholerae, Vibrio
parahaemolyticus, Shigella dysenteriae,
Shigella typhi and Shigella boydii
Water extract of pericarp Inhibition of Streptococcus faecalis, Vibrio Gritsanapan and
cholerae growth Chulasiri (1983)
Petroleum extract of pericarp Inhibition of MRSA (methicillin resistant Sutabhaha et al. (1997)
Staphylococcus aureus)
α-Mangostin Antimicrobial activity against VRE (vancomycin Sakagami et al. (2005)
resistant Enterococci ) and MRSA (methicillin
resistant Staphylococcus aureus)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1060 D. OBOLSKIY ET AL.
Table 2. (Continued)
CYTOTOXIC ACTIVITY
α-Mangostin Cytotoxic properties against breast cancer and Suksamrarn et al. (2006)
epidermoid carcinoma of the mouth cell lines
Gartanin Cytotoxic properties against small cell lung Suksamrarn et al. (2006)
cancer cell lines
α-Mangostin Significant human leukaemia HL60 cell growth Matsumoto et al. (2003)
β-Mangostin inhibition, α-mangostin, β-mangostin and
γ-Mangostin γ-mangostin were particularly effective
Mangostinone
Garcinone E
2-Isoprenyl-1,7-dihydroxy-3-
methoxy xanthone
Methanol extract of pericarp Antiproliferation, antioxidation and induction of Moongkarndi et al. (2004a)
apoptosis of SKBR3 human breast cancer cell line
α-Mangostin Induces Ca2+-ATPase-dependent apoptosis Sato et al. (2004)
via mitochondrial pathway in PC12
pheochromocytoma (cancer) cells
α-Mangostin Induces cell-cycle arrest and apoptosis in Matsumoto et al. (2005)
γ-Mangostin human colon cancer DLD-1 cells
Ethanol extract of pericarp Antiproliferative activity against SKBR3 human Moongkarndi et al. (2004b)
breast adenocarcinoma cell line using MTT assay
α-Mangostin Chemopreventive effects in short-term colon Nabandith et al. (2004)
carcinogenesis bioassay system. It can be
suggested that longer exposure might result
in suppression of tumour development
α-Mangostin Complete inhibition of the cell growth of human Matsumoto et al. (2003)
leukemia cell line HL60
α-Mangostin Targeting mitochondria pathway, resulting in Matsumoto et al. (2004)
indication of apoptosis in HL60 (human
leukemia) cells
Garcinone E Cytotoxic effect on all HCC (hepatocellular Ho et al. (2002)
carcinoma) cell lines as well as on the other
gastric and lung cancer cell lines
1,3,7-Trihydroxy-2,8-di-(3- Quinone reductase inductive activity Chin et al. (2008)
methylbut-2-enyl)-xanthone using Hepa1c1c 7 cells of murine hepatoma
1,2-Tihydro-1,8,10-trihydroxy-2-
(2-hydroxypropan-2-yl)-9-(3-
methylbut-2-enyl)furo[3,2-a]
xanthen-11-one
6-Deoxy-7-demethylmangostanin
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1061
Table 2. (Continued)
ANTIINFLAMMATORY ACTIVITY
γ-Mangostin Inhibition of spontaneous PGE(2) release Nakatani et al. (2004)
in a concentration-dependent manner
Inhibition of lipopolysaccharide (LPS)-induced
expression of COX-2 protein and its mRNA
γ-Mangostin Inhibition of cyclooxygenase and prostaglandin Nakatani et al. (2002b)
E2 synthesis
α-Mangostin Antiinflammatory activity by inhibition of Chen et al. (2008)
γ-Mangostin inducible NO synthase
ANTIHISTAMINE ACTIVITY
α-Mangostin Histaminergic and a serotonergic receptor Chairungsrilerd
γ-Mangostin blocking agents et al. (1996a)
Ethanol extract of pericarp Inhibition of both histamine release and Nakatani et al. (2002a)
prostaglandin E2 synthesis
ANTI-HIV ACTIVITIES
α-Mangostin Non-competitive inhibition of HIV-1 protease Chen et al. (1996)
γ-Mangostin
α-Mangostin Inhibition of the replication cycle of HIV Vlietinck et al. (1998)
IN VIVO MODELS
CNS DEPRESSANT ACTIVITY
α-Mangostin and derivates CNS depression (ptosis, sedation, decreased Shankaranarayan
motor activity, potentiation of pentobarbital et al. (1979)
sleeping time, ether anaesthesia) in mice and rats
CARDIOVASCULAR ACTIVITY
Mangostin-3,6-di-O-glucoside Myocardial stimulation, increasing of Shankaranarayan
blood pressure in frogs and dogs et al. (1979)
ANTIINFLAMMATORY ACTIVITY
α-Mangostin Antiinflammatory activity by both intraperitoneal Shankaranarayan
1-isomangostin and oral routes in rats as tested by carrageenin et al. (1979)
induced hind paw oedema, cotton pellet
implantation and granuloma pouch techniques
Extract of pericarp Antiinflammatory effects, in mice and albino Pongphasuk et al. (2005)
rats. Significant decrease of paw swelling
induced by carrageenan injection
ANTIULCER ACTIVITY
α-Mangostin Significant antiulcer effect in rats Shankaranarayan
et al. (1979)
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
1062 D. OBOLSKIY ET AL.
inhibitory activity against Mycobacterium tuberculosis physiological responses. Inhibition of release of pro-
strain H37Ra. α- and β-mangostins as well as garcinone inflammatory mediators by xanthones was demonstrated
B were shown to have strong antituberculosis potential in other studies including inhibition of cyclooxygenase,
with MIC values of 6.25 μg/mL. A correlation of structures prostaglandin E2 and nitric oxide synthesis (Chen
with effects was also suggested. The authors claimed et al., 2008; Nakatani et al., 2002b, 2004).
that xanthones should be tri- and tetra-oxygenated Malaria is nowadays still one of the most significant
with di-C5 isoprenyl units or with a C5 isoprenyl and parasitic diseases in the tropics and sub-tropics with
modified groups and it is essential for their anti- at least 500 million clinical episodes, in particular
mycobacterial activity (Suksamrarn et al., 2003). among young children and pregnant women. There-
fore, the report by Riscoe et al. (2005) on xanthones
as antimalarial drugs and describing the mechanism
Cytotoxic activity of their action by targeting the digestive vacuole, the
parasite’s most vulnerable feature could be of future
Among a large number of biological activities described interest.
for xanthones, the in vitro growth inhibitory activity on One of the most sensational pharmacological effects
tumour cell lines appeared to be quite remarkable as of G. mangostana constituents that was reported by several
they exhibit their activity on a wide range of different authors is the antiviral activity. α- and γ-mangostins
cell lines. Matsumoto et al. (2005) reported on the were claimed to be non-competitive inhibitors of HIV-
antiproliferative activities of α-, β- and γ-mangostins. 1 protease thus inhibiting the replication cycle of HIV
These xanthones strongly inhibited cell growth of (Chen et al., 1996; Vlietinck et al., 1998), but it seems
human colon cancer DLD-1 cell line with a correlation that this line of research and development has not been
between the number of hydroxyl groups in their struc- followed further.
tures and the antiproliferative efficacy. Sato et al. (2004) In spite of the fact that a considerable number of
studied the induction of Ca2+-ATPase-dependent studies reported on many useful pharmacological
apoptosis of PC12 rat pheochromocytoma cells through activities of constituents of G. mangostana, there are
the mitochondrial pathway by α-mangostin. The mech- no data from clinical trials to verify these effects
anism was described as an inhibition of Ca2+- ATPase in humans. The health benefits of mangosteen for
that causes induction of cytochromeC release resulting people need to be proven scientifically. Recently a
in apoptosis. It was suggested that α-mangostin and its clinical trial on a multi-herbal extract containing ‘G.
derivates may become valuable pharmacological tools cambogia’, (nom. illeg., www.tropicos.org) provided
for anticancer therapy. Another investigation demon- some preliminary evidence about its potential as a slim-
strated that a crude methanol extract from the pericarp ming agent (Toromanyan et al., 2007) and there clearly
of G. mangostana has a powerful antiproliferative is a need to initiate clinical research with well defined
effect by inducing apoptotic cell death on the SKBR3 extracts of G. mangostana.
human breast cancer cell line (Moongkarndi et al.,
2004a). The study of Matsumoto et al. (2003) showed
that the pericarp of G. mangostana contains a variety
of xanthones with antiproliferative activity against human TOXICITY OF G. MANGOSTANA
leukaemia HL60 cells. Among others α-mangostin
showed complete inhibition at 10 μM through the in- Pongphasuk et al. (2005) carried out toxicity studies
duction of apoptosis of tumour cells. There are some on G. mangostana by applying plant extracts to mice
other investigations published reporting the anticancer orally. It was found that in order to achieve a lethal
activities of xanthones including cytotoxic properties dose 50% (LD50), it is necessary to employ the extract
against breast cancer, epidermoid carcinoma, small cell at 9.37 g/kg mice weight. Nevertheless, the study re-
lung cancer, hepatocellular carcinoma cell lines and ported that at a concentration of 20 g/kg the extract
others (Chin et al., 2008; Ho et al., 2002; Nabandith did not result in mortality in mice at all. However, con-
et al., 2004; Suksamrarn et al., 2006). Additionally, a cerning chronic toxicity of the extract in mice, the study
correlation between the structures and cytotoxicity of found that at the concentrations of 2, 4 and 8 g/kg/day
xanthones was reported. For a high anticancer activity, it induced mortality at a rate of 15%, 17% and 43%,
the xanthones should contain tetraoxygen functional respectively. Overall, the data from this study seem to
groups with two C5 isoprenyl units in rings A and B, be inconclusive.
cyclization of the C5 group results in a significant decrease After injecting mangostin derived from mangosteen
of activity (Suksamrarn et al., 2006). pericarp extract into mice (200 mg/kg), after an inter-
val of 12 h there was a decrease in the enzymes glutamic
oxaloacetic transaminase (SGOT) and glutamic pyruvic
Other biological activities transaminase (SGPT) (Sornprasit, 1987).
A study on potential mutagenic effects of G.
Nakatani et al. (2002a) found that a 40% ethanol mangostana extract in methanol 50% found that the
extract of fruit hull of G. mangostana inhibited IgE- extract did not show mutagenicity effects in Salmonella
mediated histamine release from the rat basophilic typhimurium TA98 and TA100. In contrast, the research
leukaemia RBL-2H3 cell line. Moreover, the extract reported that they found antimutagenicity activity of
inhibited prostaglandin E2 release from C6 rat glioma mangosteen (50% methanol extract) in Salmonella
cell line. As histamine and prostaglandin are chemical typhimurium TA98 and TA100 (Sripanichkulchai, 1995).
mediators for inflammation and/or allergy, a 40% ethanol However, the hot-water extract of mangosteen had
extract of mangosteen fruit may contain useful no antimutagenicity in TA98 at all (Chanprechakul,
components beneficial for the treatment of these 2000).
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1063
REFERENCES
Asai F, Tosa H, Tanaka T, Iinuma M. 1995. A xanthone from peri- Ho CK, Huang YL, Chen CC. 2002. Garcinone E, a xanthone
carps of Garcinia mangostana. Phytochemistry 39: 943–944. derivative, has potent cytotoxic effect against hepatocellular
Chairungsrilerd N, Furukawa K, Ohta T, Nozoe S, Ohizumi Y. carcinoma cell lines. Planta Med 68: 975–979.
1996a. Histaminergic and serotonergic receptor blocking http://www.fda.gov/foi/warning_letters/archive/g6031d.htm,
substances from the medicinal plant Garcinia mangostana. (September 20, 2006). ‘Warning letter’.
Planta Med 62: 471–472. http://www.health-report.co.uk/mangosteen.html, (accessed May
Chairungsrilerd N, Furukawa KI, Ohta T, Nozoe S, Ohizumi Y. 8, 2008).
1998a. Gamma-mangostin, a novel type of 5-hydroxytryptamine http://www.xango.co.jp/pressrelease/archive/060324_en.html,
2A receptor antagonist. Naunyn Schmiedebergs Arch Pharmacol (March 3, 2006). ‘State of the category 2006’.
357: 25–31. Huang YL, Chen CC, Chen YJ, Huang RL, Shieh BJ. 2001. Three
Chairungsrilerd N, Furukawa K, Tadano T, Kisara K, Ohizumi Y. xanthones and a benzophenone from Garcinia mangostana.
1998b. Effect of gamma-mangostin through the inhibition J Nat Prod 64: 903–906.
of 5-hydroxy-tryptamine2A receptors in 5-fluoro-alpha- Iinuma M, Tosa H, Tanaka T et al. 1996. Antibacterial activity
methyltryptamine-induced head-twitch responses of mice. of xanthones from guttiferaeous plants against methicillin-
Br J Pharmacol 123: 855–862. resistant Staphylococcus aureus. J Pharm Pharmacol 48:
Chairungsrilerd N, Takeuchi K, Ohizumi Y, Nozoe S, Ohta T. 861–865.
1996b. Mangostanol, a prenyl xanthone from Garcinia Ji X, Avula B, Khan IA. 2007. Quantitative and qualitative deter-
mangostana. Phytochemistry 43: 1099–1102. mination of six xanthones in Garcinia mangostana L. by
Chanarat P, Chanarat N, Fujihara M, Nagumo T. 1997. Immuno- LC-PDA and LC-ESI-MS. J Pharm Biomed Anal 43: 1270–1276.
pharmacological activity of polysaccharide from the pericarp Jung HA, Su BN, Keller WJ, Mehta RG, Kinghorn AD. 2006.
of Mangosteen garcinia: phagocytic intracellular killing Antioxidant xanthones from the pericarp of Garcinia
activities. J Med Assoc Thai 80(Suppl. 1): S149–S154. mangostana (Mangosteen). J Agric Food Chem 54: 2077–
Chanprechakul A. 2000. Antimutagenicity activity of Thai herbal 2082.
beverages. In Research Reports. Thai Traditional Medicine Lim AH. 1984. The embryology of Garcinia mangostana L.
and Future Prospective, Ministry of Public Health, Thailand; (Clusiaceae). Gard Bull Sing 37: 93–103.
109. Mahabusarakam W, Proudfoot J, Taylor W, Croft K. 2000.
Chen SX, Wan M, Loh BN. 1996. Active constituents against HIV-1 Inhibition of lipoprotein oxidation by prenylated xanthones
protease from Garcinia mangostana. Planta Med 62: 381–382. derived from mangosteen. Free Radic Res 33: 643–659.
Chen LG, Yang LL, Wang CC. 2008. Anti-inflammatory activity Mahabusarakam W, Wiriyachitra P. 1987. Chemical constituents
of mangostins from Garcinia mangostana. Food Chem Toxicol of Garcinia mangostana. J Nat Prod 50: 474–478.
46: 688–693. Malathi R, Kabaleeswaran V, Rajan SS. 2000. Structure of
Chin YW, Jung HA, Chai H, Keller WJ, Kinghorn AD. 2008. mangostin. J Chem Crystallogr 30: 203–205.
Xanthones with quinone reductase-inducing activity from Matsumoto K, Akao Y, Kobayashi E et al. 2003. Induction
the fruits of Garcinia mangostana (Mangosteen). Phytoche- of apoptosis by xanthones from mangosteen in human
mistry 69: 754–758. leukemia cell lines. J Nat Prod 66: 1124–1127.
Chomnawang MT, Surassmo S, Nukoolkarn VS, Gritsanapan W. Matsumoto K, Akao Y, Ohguchi K et al. 2005. Xanthones induce
2005. Antimicrobial effects of Thai medicinal plants against cell-cycle arrest and apoptosis in human colon cancer DLD-
acne-inducing bacteria. J Ethnopharmacol 101: 330–333. 1 cells. Bioorg Med Chem 13: 6064–6069.
Chomnawang MT, Surassmo S, Nukoolkarn VS, Gritsanapan W. Matsumoto K, Akao Y, Yi H et al. 2004. Preferential target
2007. Effect of Garcinia mangostana on inflammation caused is mitochondria in alpha-mangostin-induced apoptosis in
by Propionibacterium acnes. Fitoterapia 78: 401–408. human leukemia HL60 cells. Bioorg Med Chem 12: 5799–
Corner EJH. 1988. Mangosteen family. In Wayside Trees of 5806.
Malaya. Malayan Nature Society: Kuala Lumpur. Moongkarndi P, Kosem N, Kaslungka S, Luanratana O, Pongpan N,
Corson TW, Crews CM. 2007. Molecular understanding and Neungton N. 2004a. Antiproliferation, antioxidation and in-
modern application of traditional medicines: triumphs and duction of apoptosis by Garcinia mangostana (mangosteen)
trials. Cell 130: 769–774. on SKBR3 human breast cancer cell line. J Ethnopharmacol
Ee GC, Daud S, Taufiq-Yap YH, Ismail NH, Rahmani M. 2006. 90: 161–166.
Xanthones from Garcinia mangostana (Guttiferae). Nat Prod Moongkarndi P, Kosem N, Luanratana O, Jongsomboonkusol
Res 20: 1067–1073. S, Pongpan N. 2004b. Antiproliferative activity of Thai
Etkin NL, Ross PJ. 1982. Food as medicine and medicine as medicinal plant extracts on human breast adenocarcinoma
food. Soc Sci Med 16: 1559–1573. cell line. Fitoterapia 75: 375–377.
Etkin NL, Ross PJ. 1996. Pharmafood and Nutraceuticals: paradigm Nabandith V, Suzui M, Morioka T et al. 2004. Inhibitory effects
shifts in biotherapeutics. In Joint Meeting of the Society for of crude alpha-mangostin, a xanthone derivative, on two
Economic Botany and the International Society for Ethno- different categories of colon preneoplastic lesions induced
pharmacology ‘Plants for Food and Medicine’, Prendergast by 1, 2-dimethylhydrazine in the rat. Asian Pac J Cancer
HDV, Etkin NL, Harris DR, Houghton PJ (eds). Royal Botanic Prev 5: 433–438.
Gardens: Kew, UK, 3–16. Nakatani K, Atsumi M, Arakawa T et al. 2002a. Inhibitions
Farnsworth RN, Bunyapraphatsara N. 1992. Garcinia mangostana of histamine release and prostaglandin E2 synthesis by
Linn. In Thai Medicinal Plants. Prachachon Co., Ltd.: Bangkok, mangosteen, a Thai medicinal plant. Biol Pharm Bull 25:
160–162. 1137–1141.
Gales L, Damas AM. 2005. Xanthones – a structural perspec- Nakatani K, Nakahata N, Arakawa T, Yasuda H, Ohizumi Y.
tive. Curr Med Chem 12: 2499–2515. 2002b. Inhibition of cyclooxygenase and prostaglandin E2
Gopalakrishnan G, Banumathi B, Suresh G. 1997. Evaluation of synthesis by gamma-mangostin, a xanthone derivative
the antifungal activity of natural xanthones from Garcinia in mangosteen, in C6 rat glioma cells. Biochem Pharmacol
mangostana and their synthetic derivatives. J Nat Prod 60: 63: 73–79.
519–524. Nakatani K, Yamakuni T, Kondo N et al. 2004. Gamma-Mangostin
Gritsanapan W, Chulasiri M. 1983. A preliminary study of inhibits inhibitor-kappaB kinase activity and decreases
antidiarrheal plants and antibacterial activity. Mahidol Univ lipopolysaccharide-induced cyclooxygenase-2 gene expres-
J Pharm Sci 10: 119–122. sion in C6 rat glioma cells. Mol Pharmacol 66: 667–674.
Harrison NLJ. 2002. Xanthones from the heartwood of Garcinia NBJ’s Supplement Business Report. October 2007. Nutrition
mangostana. Phytochemistry 60: 541–548. Business Journal. New Hope Natural Media, Penton Media
Heinrich M, Leonti M, Nebel S, Rivera D, Obon C. 2006. ‘Local Inc.: Boulder, CO, USA.
Food – Nutraceuticals’: Bridging the gap between local Peres V, Nagem TJ, Oliveira FF. 2000. Tetraoxygenated natu-
knowledge and global needs. Forum Nutr 59: 1–17. rally occurring xanthones. Phytochemistry 55: 683–710.
Heinrich M, Prieto JM. 2008. Diet and healthy ageing 2100: Will Pinto MM, Sousa ME, Nascimento MS. 2005. Xanthone deriva-
we globalise local knowledge systems? Ageing Res Rev 7: tives: new insights in biological activities. Curr Med Chem
249–274. 12: 2517–2538.
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr
GARCINIA MANGOSTANA L. REVIEW 1065
Copyright © 2009 John Wiley & Sons, Ltd. Phytother. Res. 23, 1047–1065 (2009)
DOI: 10.1002/ptr