PHYTOCHEMISTRY OF ESSENTIAL OILS

LÊ XUÂN TIẾN
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TP.HCM, 09/2023
Organic chemistry – Basic introduction
Aromatics

CYMENE IS FOUND IN

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Organic chemistry – Basic introduction

Esters
RCOOR’

1,8-cineol

chavibetol estragole 3
Organic chemistry – Basic introduction

citronellal verbenone
cinamaldehyde

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 Phytochemistry of essential oils

1. Monoterpene compounds

2. Sesquiterpene compounds monoterpene sesquiterpene

(10 C) (15 C)

3. Aromatic compounds

4. Organo-nitrogen, -sulfur compounds

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Monoterpene
a. Acylic monoterpene
- Hydrocarbon

ocimene myrcene

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- Oxygenated
Alcohol (geraniol, nerol, linalol, citronellol…), ester

geraniol geranyl linalool linalyl acetate

acetate

Rose Palmarosa Geranium Lavender Ylang ylang Coriander Homalomena

smells sweet and rose-like occulta

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- Oxygenated
Aldehyde (geranial=citral a, neral=citral b, citronellal…)

Citral a Citral b Lemongrass Leaves of lime

Citronellal Citronella java Eucalyptus citriodora

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Monoterpene
b. Monocyclic
cam sành sweet orange bergamot orange bitter orange

Limonene
(peel of citrus)

lime lemon kaffir lime

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pomelo pink grapefruit white grapefruit mandarin green kumquat
 Molecules 2008,
13, 1333-1344;

2-decanol alpha-terpinene

2-carene 3-carene

octanol geraniol 10
Citrus x paradisi Citrus maxima
Citrus grandis

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Monoterpene
b. Monocyclic

Genus Eucalyptus Melaleuca cajuputi Melaleuca quinquenervia Melaleuca alternifolia

Chi Bạch đàn Cajeput - Tràm gió Tràm năm gân Tea tree -Tràm trà

1,8 – cineol terpinen-4-ol

eucalyptol

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The chemistry of natural pigments

lycopene

curucmin

chlorophyll

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 Monoterpene
b. Monocyclic
menthol menthone

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https://www.aosproduct.com/MENTHOL-AND-MINT-OILS/Dementholised-Mint-Oil
Monoterpene
b. Bicyclic

α-pinen β-pinen borneol camphor

(Pine oil)

Cinnamomum
camphora
Colophony 15
Sesquiterpene
a. Hydrocarbon

caryophyllene

zingiberene curcumene

cedrene

cedar wood
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Sesquiterpene
b. azulene

Lactarius indigo guajazulene vetivazulene chamazulene

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Sesquiterpene
c. Alcohol & Ketone

cedrol Cupressus funebris patchouli alcohol patchouli

orange flower – neroli oil santalol

nerolidol pomelo flower sandalwood 18
Sesquiterpene
c. Alcohol & Ketone

khusimol cedr-8-en-13-ol

α-vetivone β-vetivone vetiver

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Aromatic compound

p-cymene thymol carvacrol

(thyme) (Oregano poleo)

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Aromatic compound

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Aromatic compound
Reaction with Fe3+

Oxidation

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Toxicology in Vitro, 2005, 19, 1025–1033
Aromatic compound

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Aromatic compound

anethole cinnamic aldehyde Methylsalicylate

(anise) (cinnamon) (wintergreen)

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Organo-nitrogen
Organo-sulfur

methyl anthranilate

allicin

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 THANK YOU FOR
YOUR ATTENTION

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