Volatile Oils
Volatile Oils
Volatile Oils
Volatile oils or
Essential oils
• Volatile or essential oils, as their name implies,
are volatile in steam or they have a tendency to
undergo evaporation on being exposed to the air
even at an ambient temperature.
• They differ entirely in both chemical andphysical
properties from fixed oils.
• They are secreted in oil cells, insecretion ducts or
cavities or in glandularhairs.
• They are frequently associated with other
substances such as gums and resins and
themselves tend to resinify on exposure toair.
• They are flavouring compounds and have
been used in perfumery from the ancient
times.
• Chemically they are composed of
hydrocarbons of the general formula(C5H8)n
and their oxygenated, hydrogenated and
dehydrogenated derivatives.
• Most of the volatile oils are of vegetable
origin.
• These volatile oils are usually formed by
two modes namely;
– first, by hydrolysis of some glycosides; and
– secondly, by the protoplasm directly. It hasbeen
observed that volatile oils present in different
parts of a plant as given in Table
Plant Organs Containing Volatile Oils
Volatile oils vs fixed oils
Methods of obtaining volatileoils
• There are in all four established methods
whereby the preparation of volatileoils from
various plant
• sources may be accomplished, namely:
(i) Direct Steam Distillation,
(ii) Expression,
(iii) Extraction and
(iv) Enzymatic Hydrolysis.
Direct Steam Distillation
• the freshly cut drug is introduced into the
distillation flask.
• The generated steam is made to pass through the
drug material
• , the volatile oil content along with the steam on
being passed through the water condenser is
collected in Florentine Flasks of the type FLWor
FHW depending on whether the resulting oil is
lighter than water orheavier than water.
Direct Steam Distillation
The various parts of
the assembly for the
preparation of volatile
oils by steam
distillation are as
follows:
A = Steam generator
(Copper),
B= Distillation Flask,
C= Sand bath,
D = Water condenser,
E1 = Florentine Flask E2 = Florentine Flask for oils
for oils lighter than heavier than water (FHW),
water (FLW), and
• In actual practice, however, there arethree
different modes of distillation depending
exclusively on the condition of the plant
substance, namely:
(a)Water Distillation: It is mostly applicable to such
plant material which is dried initially in air and the
constituents are not degraded by boiling upto 100
oC.
CH 2OH
Geraneol (+)-Linalool
Citronellol
OH
OH
OH
Synonyms:
• Grains of paradise, cardamom fruit, Illayachi
(Hindi, Urdu)
Biological Source:
• Cardamom consists of the dried ripe seeds of
Elattaria cardamomum
• Family: Zingiberaceae
Geographical Source:
Cardamom is cultivated in Siri Lanka, South India
Cardamom Oil
Chemical constituents:
• Cardamom contains volatile oil (3-8%),resin,
fixed oil (1-2%), starch and calciumoxalate.
• The essential oil possesses euclyptol (cineole)
(50%), borneol, sabinene, terpineol, and its
acetate, limonene, terpinene, 1-terpin-4-ol, α-
pinene, myrcene, linalool, neryl acetate, geraneol
and nerol.
• The fixed oil contains the glycerides of oleic,
stearic, linoleic, palmitic, caprylic andcaproic
acid.
• The seeds contain vitamin B1.
Cardamom Oil
Uses:
• Cardamom is aromatic, stimulant, stomachic,
carminative, diuretic and used as a flavouring
agent for pharmaceutical syrups, curries and
cake and for preparation of cardamom
tincture.
Coriander oil
Synonyms:
• Coriander fruit, Dhaniya (Hindi, Urdu), Fructus
coriandri
Biological Source:
• Coriander is the dried, ripe fruits ofCoriandrum
sativum. Family:Apiaceae
Geographical Source:
• Coriander is indigenous to Italy. It is extensively
cultivated in Holland, Central and EasternEurope,
Malta, Egypt, China, India and Bangladesh.
Chemical constituents:
• Coriander fruit contains volatile oil (2%). The
prominent constituent of volatile oil are (+)-linalool
(65-70%), and pinene. Small amounts of geraneol,
borneol, p-cymene, Dipentene, phalendrene, α andβ-
terpenenes,limonene, β-phalendrine, thymol, linalyl
acetate, geranyl acetate, fixed oils, tannins and
mucilages are also present.
• Coriander oil is a colourless, pale yellow liquidhaving
characteristic odour and taste.
• The fruit also contain fatty oil(28%),which is a mixture
of glycerides of palmitic, oleac, linoleac, lauric,
myristic, , myristoleac and palmitoleac acids.
Uses:
• Coriander is aromatic, stimulant, carminative,
diuretic, tonic, stomachic, and refrigerant.
• It is used as flavouring agent to conceal theodour
of other medicines and to correct the gripping
qualities of Rhubarb and Senna.
• Linalool is isolated from the oil as astarting
material for other derivatives.
• Pharmaceutically corinader and its oils areused
as a flavouring agent and carminative.
Aldehydic volatile oils
• Aldehydes present in volatile oils are dividedinto
acyclic and cyclic.
• The acyclic aldehydes are citral, which is 3:1
mixture of geranial to neral, and citronellal.
• The cyclic aldehydes are safranal, phellanderal,
photocitral Aandmyrtenal.
• The aromatic aldehydes include cinnamaldehyde
and vanilin.
• The important drugs in this class are Bitter orange
peel, sweet orange peel, lemon, cinnamon and
bitter almond oil.
CHO H
CHO
CHO CHO
O O
O
MeO OH
OH
HC C CH3 OH
H OH
OMe
OMe
OMe CH3
C C CH 2 C C CH 2
H2 H H2 H
Safrole Myricticin
Oxide volatile oils
• Cineol (euclyptol) is found in euclyptus,
cajuput and other volatile iol-yeilding drugs.
The presence of limonene-1,2-epoxide, pinene
oxides, ascardiole (chenopodium oil).
CH 3
O
O
O
H 3C CH 3
Ascardiole Cineole
Ester volatile oils
• The most common esters are of terpineol,
borneol, and geraneol.
• Allyl isothiocynate in musturd oil andmethyl
salicylate in wintergreen oil are alsoesters.
• The drugs are lavender oil, musturd oil and
rosemary oil.
Rosemary oil
• Oil of Rosemary is distilled from
the flowering tops of leafytwigs
of Rosemarinus offcinalis
(Lamiaceae).
• The plant is native to southern
Europe and the oil isproduced
principally in Spain and North
Africa.
• The fresh material yeilds about 1-2% of volatileoil
containing 0.8-6% of esters and 8-20% of alcohols.
• The principle constituents are 1,8-cineole,
borneol, camphor, bornyl acetate, and
monoterpene hydrocarbons.
Uses:
• The oil is mainly used in perfumery industry.
• It is a component of soap liniment andis
frequently used in aromatherapy.
• The oil is also used for gastrointestinal
disturbances, to enhance urinary and
digestive elimination function and as a
choleretic or cholagogue.
• Topically, it is applied to clear nasal passages,
for colds, as a mouthwash and for rheumatic
ailments.
• Rosemary extracts are used in food
technology as antioxidants and preservatives.
Miscellaneous volatile oills
• Allium sativum (garlic)
– Major constituents is allyl propyl disulphide, diallyl
disulphide and allicin.
• Anethum graveolens (dill)
– Important constiuent is carvone.
– Used in infant’s gripe water.
Biosynthesis of terpenes
Biosynthesis of Monoterpenes