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VOLATILE OILS

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Title: VOLATILE OILS


1
VOLATILE OILS
2
VOLATILE OILS
  • All official volatile oils are of vegetable
    origin.
  • Normally pre-exist in the plant stored in a
    special secretory tissue (e.g. Citrus peel oil
    cells or oil ducts in umbelliferous fruits).
  • EXCEPTION Oil of bitter almond formed by
    hydrolysis of the glycosides.

3
USES OF VOLATILE OILS
  • Therapeutically (Oil of Eucalyptus)
  • Flavouring (Oil of Lemon)
  • Perfumery (Oil of Rose)
  • Starting materials to synthesize other compounds
    (Oil of Turpentine)
  • Anti-septic due to high phenols (Oil of Thyme).
    Also as a preservative (oils interfere with
    bacterial respiration)
  • Anti-spasmodic (Ginger, Lemon balm, Rosemary,
    Peppermint, Chamomile, Fennel, Caraway)
  • Aromatherapy

4
DEFINITION OF VOLATILE OILS
  • Volatile oils are products which are generally
    complex in composition, consisting of the
    volatile principles contained in plants, and are
    more or less modified during the preparation
    process.
  • Only 2 procedures may be used to prepare official
    oils
  • Steam distillation
  • Expression
  • 4 Main types of volatile oils
  • Concretes
  • Pomades
  • Resinoids
  • Absolutes

5
CONCRETES
  • Prepared from raw materials of vegetable origin
    (bark, flowers, leafs, roots etc.)
  • Extracted by HC type solvents, rather than
    distillation or expression Becomes necessary
    when the essential oil is adversely affected by
    hot water or steam (e.g. jasmine).
  • Produces a more true-to-nature fragrance.

6
CONCRETES
  • Concretes contain about 50 wax and 50
    essential oil (jasmine).
  • Ylang ylang (concrete volatile) contains 80
    essential oil and 20 wax.
  • Advantages of concretes they are more stable
    and concentrated than pure essential oils.

7
POMADES
  • True pomades are (volatile oil) products of a
    process known as enfleurage (hot or cold).
  • Enfleurage is used for obtaining aromatic
    materials from flowers containing volatile oils
    to produce perfume long after they were cut.

8
ENFLEURAGE METHOD
  • A glass plate is covered with a thin coating of
    especially prepared and odourless fat (called a
    chassis).
  • The freshly cut flowers are individually laid on
    to the fat which in time becomes saturated with
    their essential oils. The flowers are renewed
    with fresh material.
  • Eventually the fragrance-saturated fat, known as
    pomade, may be treated with alcohol to extract
    the oil from the fat.

9
RESINOIDS
  • Prepared from natural resinous material (dried
    material) by extraction with a non-aqueous
    solvent, e.g. Petroleum ether or hexane.
  • E.g. Balsams Peru balsam or benzoin resins
    (amber or mastic) Oleoresin (copaiba balsam and
    turpentine) Oleogum resins (frankincense and
    myrrh)

10
RESINOIDS
  • Can be viscous liquids, semi-solid or solid.
  • Usually homogeneous mass of non-crystalline
    character.
  • Uses in perfumery as fixatives to prolong the
    effect of a fragrance.

11
ABSOLUTES
  • Obtained from a concrete, pomade, or a resinoid
    by alcoholic extraction.
  • The extraction process may be repeated.
  • The ethanol solution is cooled filtered to
    eliminate waxes.
  • The ethanol is then removed by distillation.
  • They are usually highly concentrated viscous
    liquids.

12
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13
Fx OF VOLATILE OILS
  • In most cases, the biological function of the
    terpenoids of essential oils remains obscure it
    is thought that they play an ecological role
    protection from predators attraction of
    pollinators.

14
LOCALIZATION
  • Synthesis accumulation of essential oils are
    generally associated with the presence of
    specialized histological structures, often
    located on or near the surface of the plant
  • - Oil cells of Zingiberaceae
  • - Glandular trichomes of Lamiaceae
  • - Secretory cavities of Myrtaceae or Rutaceae
  • - Secretory canals of Apiaceae or Astereraceae
    (Compositeae)

15
VOLATILE OIL COMPOSITION
  • Mixtures of HCs and oxygenated compounds derived
    from these HCs.
  • Oil of turpentine mainly HCs
  • Oil of Clove mainly oxygenated compounds
  • EXCEPTION Oils derived from glycosides (e.g.
    bitter almond oil mustard oil).
  • Oxygenated compounds responsible for the
    odour/smell of the oil. They are slightly water
    soluble Rose water Orange Water more
    alcohol soluble.
  • Most volatile oils are terpenoid. Some are
    aromatic (benzene) derivatives mixed with
    terpenes.
  • Some compounds are aromatic, but terpenoid in
    origin (e.g. Thymol Thyme)

16
CHEMICAL COMPOSITION
  • Volatile oils are divided into 2 main classes
    based on their biosynthetic origin
  • Terpene derivatives (formed via the acetate
    mevalonic acid pathway)
  • Aromatic compounds (formed via the shikimic
    acid-phenylpropanoid route)
  • Miscellaneous Origin

17
A. TERPENES
  • Terpenes, or terpenoids, are the largest group of
    secondary products (metabolites).
  • They are all formed from acetyl CoA or glycolytic
    intermediates.

18
CLASSIFICATION OF TERPENES
  • All terpenes are formed from 5-C elements
  • Isoprene is the basic structural element.

19
CLASSIFICATION OF TERPENES
  • Terpenes are classified by the number of 5-C
    atoms they contain
  • 10-Carbon terpenes (contain 2 C-5 units)
    monoterpenes
  • 15- Carbon terpenes (3 C-5 units) are called
    sesquiterpenes.
  • 20-carbon terpenes (4 C-5 units) are diterpenes.
  • Larger terpenes (30 Carbons) are called
    triterpenes (triterpenoids), 40 Carbons called
    tetraterpenes and polyterpenoids.

20
TERPENOIDS
  • Terpenoids contain only the most volatile
    terpenes (i.e. molecular weight is not too high)
    ? mono and sesquiterpenes
  • May occur as oxygenated derivatives, e.g.
    alcohols, aldehydes, ketones, phenols, oxides
    esters.

21
EXAMPLES OF TERPENES
  1. LIMONENE
  2. MENTHOL
  3. BORNEOL
  4. SESQUITERPENES

22
i. LIMONENE
  • Structural classification Monocyclic terpene
  • Functional Classification Unsaturated HC
  • Occurrence Citrus fruit

23
ii. MENTHOL
  • Structural classification
  • Monocyclic with hydroxyl group
  • Functional classification Alcohol
  • Occurrence Peppermint

24
iii. BORNEOL
  • Functional Classification ////
  • Occurrence Cinnamon

25
iv. SESQUITERPENES
  • (Contain 3 isoprene units)
  • Acyclic E.g. Farnesol
  • Monocyclic E.g. Bisobolol
  • Bicyclic e.g. Chamezulene (Chamomile)

26
B. AROMATIC COMPOUNDS
  • Many are phenols are phenol esters
  • E.g. Vanillin

27
PROPERTIES OF VOLATILE OILS
  • Almost entirely volatile without decomposition.
  • Density Most are less than 1g/ml.
  • 2 are heavier Oil of Cinnamon and Clove oil.
  • Soluble in ether, chloroform alcohol.
  • Slightly soluble in water give it a
    characteristic odour taste.
  • Leaves a temporary translucent stain on paper
    which disappears as the oil volatilizes.
  • Most are colourless. Oxidize on exposure to air
    and resinify ? colour becomes darker (odour
    changes slightly).
  • All are characteristic odours.
  • Most are optically active.

28
PRODUCTION OF ESSENTIAL OILS
  • Essential oils may be produced
  • By steam
  • - Simple steam distillation
  • - Saturated steam distillation
  • - Hydrodiffusion
  • By expression
  • Other Methods
  • Concretes Resinoids may be produced
  • By solvent extraction
  • By methods using oils fats
  • By extraction by supercritical gasses

29
ESSENTIAL OILS i.STEAM DISTILLATION
  • a. SIMPLE STEAM DISTILLATION
  • Plant material is immersed directly in a still
    filled with water. This is then brought to a
    boil.
  • Heterogeneous vapours are condensed on a cold
    surface.
  • Essential oil separates based on difference in
    density and immiscibility.

30
b. SATURATED STEAM
  • Plant does not come into contact with the water ?
    steam is injected through the plant material
    placed on perforated trays.
  • It is possible to operate under moderate
    pressure.
  • Advantages Limits the alteration of the
    constituents of the oil
  • It shortens the duration of the treatment
  • It conserves energy
  • It can also be conducted on on-line in automated
    set ups.

31
c. HYDRODIFFUSION
  • Pulses of steam is sent through the plant
    material at very low pressure from (top to
    bottom).
  • ADVANTAGE Normally produces a product of high
    quality.
  • Saves time and energy.

32
EXPRESSION (E.G.OF CITRUS EPICARPS)
  • The rind is lacerated, and the contents of the
    ruptured secretory cavities are recovered.
  • CLASSIC PROCESS an abrasive action is applied
    on the surface of the fruit in a flow of water.
    The solid waste is eliminated, and the essential
    oil separated from the aqueous phase by
    centrifugation.
  • OTHER machines break the cavities by depression,
    and collect the essential oil directly ?
    prevents the degradation linked to the action of
    water.

33
EXPRESSION OF CITRUS EPICARPS
  • Most facilities allow for the simultaneous or
    sequential recovery of the fruit juice and of the
    essential oil, by collecting the oil with a spray
    of water after the abrasion (scarification
    puncture by pins) before or during the expression
    of the fruit juice.
  • Enzymatic treatment of the residual water allows
    recycling, and markedly increases the final yield
    of essential oil.
  • Citrus oils are also obtained directly from the
    fruit juices (by vacuum de-oiling)

34
iii. OTHER METHODS
  • Steam distillation by microwaves under vacuum.
    In this procedure, the plant is heated
    selectively by microwave radiation in a chamber
    inside which the pressure is reduced
    sequentially.
  • fresh plants require no added water.
  • ADVANTAGE This method is fast, consumes little
    energy and yields a product which is most often
    of a higher quality than the traditional steam
    distillation product.

35
PRODUCTION OF CONCRETES RESINOIDS
  • SOLVENT EXTRACTION
  • Extraction is generally preceded by a process of
    bruising the fresh, wilted or semi-desiccated
    organs, chopping herbaceous drugs, pounding roots
    rhizomes or turning wood into chips or
    shavings.
  • The procedure is conducted in specialized
    facilities e.g. Soxhlet-type extractor.

36
SOLVENT EXTRACTION
  • The solvent selection is influenced by technical
    economical factors
  • - Selectivity (being a good solvent for the
    specific constituents).
  • - Stability (chemical inertness)
  • - Boiling point should not be so high that the
    solvent can be completely eliminated nor too
    low, to limit losses control cost
  • - Handling safety
  • Solvents most used are aliphatic HCs petroleum
    ether, hexane, propane liquid butane.
  • Although benzene is a good solvent, its toxicity
    increasingly limits is use.

37
SOLVENT EXTRACTION
  • At the end of the procedure, the solvent
    contained in the plant material is recovered by
    steam injection.
  • Main disadvantages of solvent extraction
  • - Lack of selectivity, many lipophilic substances
    may end up in the concretes render further
    purification necessary.
  • - The toxicity of solvents ? leads to the
    restrictive regulations regarding their use
  • - Residues in the final product.

38
ii. METHODS USING OILS FATS
  • These procedures take advantage of the
    liposolubility of the fragrant components of
    plants in fats.
  • a. Enfleurage the plant material is placed
    in contact with the surface of the fat.
    Extraction is achieved by
  • Cold diffusion into the fat
  • Digestion carried out with heat, by immersing
    the plant in melted fat (also known as hot
    enfleurage).
  • The final product is known as a floral pomade.

39
METHODS USING OILS FATS
  • b. PNEUMATIC METHOD similar in principle to
    the enfleurage process.
  • It involves the passage of a current of hot air
    through the flowers.
  • The air, laden with suspended (extracted)
    volatile oil, is then passed through a spray of
    melted fat in which the volatile oil is absorbed.

40
iii. EXTRACTION BY SUPERCRITICAL GASSES
  • Beyond its critical point, a fluid can have the
    density of a liquid the viscosity of a gas ?
    therefore diffuses well through solids, resulting
    in a good solvent.
  • CO2 is the main gas used
  • Advantages of CO2
  • - It is a natural product
  • - chemically inert, non-flammable
  • - non-toxic
  • - easy to completely eliminate
  • - selective
  • - readily available
  • - Inexpensive

41
EXTRACTION BY SUPERCRITICAL GASSES
  • DISADVANTAGE Technical constraints
  • - High cost of initial investment
  • ADVANTAGES
  • - obtain extracts which are very close in
    composition to the natural product.
  • - It is possible to adjust the selectivity
    viscosity, etc by fine tuning the temperature
    pressure
  • - All result in the increase of popularity of
    this type of method

42
EXTRACTION BY SUPERCRITICAL GASSES
  • USES
  • Initially developed to decaffeinate coffees,
    prepare hops extracts or to remove nicotine from
    tobacco, the method is now used to
  • - Prepare spice extracts (ginger, paprika,
    celery)
  • - Specific flavours (black tea, oak wood smoke)
  • - Plant oils
  • - To produce specified types of a certain
    product, e.g. thujoneless wormwood oil.

43
TREATMENTS OF THE OILS
  • Occasionally it is necessary to decolourize,
    neutralize or rectify the oils obtained.
  • Steam jet under vacuum
  • Allows for the elimination of smelly or
    irritating products, and to obtain a final
    product of desired profile.
  • Chromatrographic techniques
  • This permits a good separation of the essential
    oil from non-volatile lipophilic compounds.

44
VARIABILITY FACTORS OF ESSENTIAL OILS
  1. Occurrence of Chemotypes
  2. Influence of the vegetative cycle
  3. Influence of environmental factors
  4. Influence of preparation method

45
i. CHEMOTYPES
  • Chemical breeds commonly occur in plants
    containing volatile oils, e.g. Thyme (Thymus
    vulgaris) has 7 different chemotypes, each with
    slightly different types amounts of volatile
    oils.

46
ii. THE VEGETATIVE CYCLE
  • Proportions of the different constituents of a
    volatile oil may vary greatly throughout its
    development. Wide ranges are commonly found in
    fennel, carrot and coriander (linalool is higher
    in ripe fruit than unripe fruit). Mentha
    (peppermint) is also greatly affected by the
    vegetative cycle.

47
iii. ENVIRONMENTAL FACTORS
  • Temperature, humidity, duration of daylight
    (radiation), and wind patterns all have a direct
    influence on volatile oil content, especially in
    those herbs that have superficial histological
    storage structures (e.g. glandular trichomes).
    When the localization is deeper, the oil quality
    is more constant.

48
ENVIRONMENTAL FACTORS
  • e.g. Peppermint long days temperate nights ?
    higher yields of oil menthofuran. Cold nights
    lead to an increase in menthol.
  • Laurus nobilis (Bay) volatile oil is greater in
    the southern hemisphere than the northern.
  • Citrus higher temperatures higher oil
    content.

49
ENVIRONMENTAL FACTORS
  • Cultivation practices also play an important
    factor to the yield quality of the final
    product.
  • Fertilization and the amounts of N, P and K have
    been studied for various species.
  • The watering regiment also plays an important
    role.

50
PREPARATION METHOD
  • Because of the volatile nature of the
    constituents of essential oils, the composition
    of the product obtained by steam distillation is
    often different from the constituents originally
    found in the secretory organs of the plant.
  • During steam distillation, the water, acidity and
    tempereature may induce hydrolysis of the esters.
    Rearrangements, isomerizations, racemiazations,
    oxidations and other reactions also occur, all of
    which change the composition.

51
GINGER Zingiber officinale
  • Definition Ginger is the peeled or unpeeled
    rhizome of Zingiber officinale (Zingiberaceae).
  • Common Names Jamaican ginger, Ginger

52
Zingiber officinalis - Ginger
  • GEOGRAPHICAL SOURCES
  • Jamaica
  • China
  • India Africa
  • HISTORY
  • Cultivated in India from the earliest times.
    Used by Greeks and Romans and was a common
    article of commerce in the European Middle Ages.

53
CULTIVATION PREPARATION
  • Grows well in subtropical temperatures with high
    rainfall.
  • Grown by vegetative means.
  • Mulching or is necessary as the plant rapidly
    exhausts minerals from the soil.
  • When the stems wither, the rhizomes are ready for
    collection.
  • Dried.

54
MACROSCOPICAL FEATURES
  • Scraped/peeled herb has little resemblance to the
    fresh herb (loss in weight shrinkage).
  • Occurs in branched pieces hands or races.
  • Buds
  • No cork
  • Aromatic odour pungent taste.
  • Unscraped rhizome resembles scraped herb
  • Covered with cork (brownish layers)

55
MICROSCOPICAL FEATURES
  • Cork cells high starch content
  • Cork cells are absent in the scraped drug.
  • Outer zone of flattened parenchyma inner zone
    of normal parenchyma.
  • Oil cells scattered in the cortex.

56
Zingiber officinale - CONSTITUENTS
  • Volatile oils (1 2)
  • Camphene
  • Cineole
  • Citral
  • Borneol
  • Gingerol pungent component Anti-inflammatory
  • Shogaols increases bile secretion
  • Sesquiterpene HCs
  • Zingiberene Zingiberol (Sesquiterpene alcohol)
  • Resins
  • Starch
  • Mucilage

57
Zingiber officinale
  • VARIETIES
  • Chinese Ginger sliced
  • African ginger darker (cortex is grey black
    in colour) lacks the odour but more pungent
    than Jamaican herb.
  • ALLIED DRUGS
  • Japanese ginger Z. mioga
  • Preserved ginger undried rhizomes preserved by
    boiling in syrup.
  • ADULTERANTS
  • Spent ginger
  • Vegetable adulterants (detected with
    microscopical examination).

58
USES ACTIONS
  • ACTIONS
  • Carminative
  • Stimulant
  • Anti-emetic
  • Anti-bacterial Anti-fungal
  • Sesquiterpene lactones Anti-ulcer
  • Gingerol pungent component Anti-inflammatory
  • Shogaols increases bile secretion enhanced GIT
    activity
  • USES
  • Motion Sickness
  • Morning Sickness

59
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60
CARDAMOM FRUIT OIL
  • DEFINITION Cardamom consists of the dried,
    nearly dried ripe fruits of Elettaria cardamomum
    var miniscula (Zingiberaceae).
  • PARTS USED Seeds (should be kept in the fruit
    until ready to be used Prevents loss of
    volatile oils).
  • (3RD most expensive spice).

61
Elettaria cardamomum
  • GEOGRAPHICAL SOURCES
  • Sri Lanka
  • India
  • Guatemala
  • HISTORY
  • Traditional Indian ceremonies

62
PRODUCTION, COLLECTION PREPARATION
  • Mainly obtained from cultivated plants
    (propagated by seedlings or vegetatively
    problematic due to virus infection).
  • Capsules on the same plant ripen at different
    times important to collect them before they
    split.

63
COLLECTION PREPARATION
  • Fruits are dried slowly (outdoors or indoors).
  • Too rapid drying capsules split shed seeds
  • Calyx at the apex of the stalk and the stalk at
    the base may be removed.
  • Fruits are graded with a sift into longs,
    mediums, shorts tiny.
  • If they have been sulphur bleached (improved
    colour), it will be aired outdoors before packed
    for transport.

64
MACROSCOPICAL FEATURES
  • Plant is reed-like - gt 4 m, with long leaves
    growing from the rhizome.
  • Fruits capsular inferior, ovoid, 1-2 cm long.
  • Apex shortly beaked shows floral remains.
  • Base rounded shows the remain of a stalk.
  • Internally the capsule is 3-celled each cell
    contains x2 row of seeds.
  • Each seed Slightly angular, 4mm long 3 mm
    broad.
  • Colour dark red-brown (fully ripe seeds) ?
    paler in unripe seeds.
  • Strong, pleasant, aromatic odour
  • Pungent taste

65
MICROSCOPICAL FEATURES
  • Oil cells
  • Predominant Parenchyma (yellow colour)
  • Cells containing silica
  • Starch grains

66
VARIETIES ADULTERANTS
  • ADULTERATION
  • Powdered drug adulterated with the fruit pericarp
    (powdered).
  • ALLIED HERBS
  • Official variety E. cardamomum var miniscula
  • Other E. cardamomum var major (more elongated
    sometimes 4 cm long with dark brown pericarps)
  • Amomum aromaticum (Bengal cardamom)
  • Amomum subulatum (Nepal cardamom)
  • Amomum cardamomum (Java cardamom)

67
CHEMICAL CONSTITUENTS
  • 2.8 6.2 volatile oil
  • Abundant starch (up to 50)
  • Fixed oil (1 10)
  • Calcium oxalate

68
Elettaria ACTIONS USES
  • Flavouring agent (curries biscuits)
  • Liqueur manufacture
  • Small amount is used for pharmaceutical
    manufacture (Compound Tincture of Cardamom).

69
CINNAMON Cinnamomum zeylanicum
  • DEFINITION Cinnamon is the dried bark of
    Cinnamomum zeylanicum (Lauraceae).
  • GEOGRAPHICAL SOURCES
  • Cultivated in Sri Lanka, South India,
    Seychelles, Madagascar, Martinique, Cayenne,
    Jamaica Brazil.

70
CULTIVATION, COLLECTION PREPARATION
  • Grown from seed
  • Cut down when 2-3 years old.
  • After 5-6 shoots grow from the stump (18 months),
    shoots are harvested, trimmed and fermented.
  • Bark is removed.
  • Peeled bark is then stretched over a suitable
    stick
  • Outer cortex is removed.

71
PREPARATION OF Cinnamomum
  • Individually scraped barks are placed inside each
    other.
  • Compound quills are dried on wooden frames in the
    open air without exposure to direct sunlight.
  • Sorted into grades.

72
MACROSCOPICAL FEATURES
  • Normally received in shorter lengths known as
    cigar lengths.
  • Consists of a single or double compound quill
    about 6-10 mm diameter of varying length.
  • Thickness of the quill varies according to grade
    (good quality Not gt 0.5mm), bark 10-40mm.
  • External surface is yellow-brown, shining, wavy
    lines (pericycle fibres) and occasional scars
    holes (leave/twig positions).
  • Inner surface darker, longitudinally striated.
  • Odour fragrant
  • Taste Warm, sweet aromatic

73
MICROSCOPICAL FEATURES
  • Transverse absence of epidermis cork
  • Sclereids (thickened lignified pitted walls)
  • Secondary phloem is composed of phloem parenchyma
    containing oil mucilage cells, phloem fibres
    medullary rays.
  • Some phloem parenchyma contain tannins.
  • Secretion cells volatile oils and mucilage
  • Calcium oxalates

74
Cinnamomum - CONSTITUENTS
  • Volatile oils (at least 1.2 )
  • Phlobaphenes
  • Mucilage
  • Calcium Oxalate
  • Starch

75
CINNAMON OIL ADULTERATION ALLIED HERBS
  • Adulterants
  • Cinnamon Leaf Oil
  • Oil of Cassia
  • Allied Herbs
  • Cayenne Cinnamon C. zeylanicum grown in Brazil
    not used in Britain
  • C. loureirii from Vietnam Closely resembles
    C. cassia

76
Cinnamomum zeylanicum - USES
  • Flavouring agent
  • Mild astringent
  • Oil Carminative
  • Germicide

77
LEMON PEEL
  • Definition Dried lemon (Limonis Cortex) peel is
    obtained from the fruit of Citrus limon
    (Rutaceae).
  • Botanical Description
  • Small tree, growing to 3-5 m in height.
  • Geographical Sources
  • Mediterranean Regions

78
Limonis Cortex COLLECTION PREPARATION
  • Lemons are collected in January, August
    November, before the green colour changes to
    yellow.
  • The smaller fruit, which would not be sold on the
    produce market, are used in the preparation of
    oil of lemon - the peel is removed with a sharp
    knife in the form of a spiral band.

79
Limonis Cortex CHARACTERISTICS
  • Dried lemon peel occurs in spiral bands (2 cm
    wide 2-3 mm thick).
  • The outer surface is rough yellow the inner
    surface is pulpy white (anatomically similar to
    that of an orange peel).
  • Odour Strong characteristic
  • Taste aromatic bitter

80
Limonis Cortex CONSTITUENTS USES
  • CONSTITUENTS
  • Should contain at least 2.5 volatile oil
  • Vitamin C
  • Hesperidin (Flavonoid)
  • Mucilage
  • Calcium Oxalate
  • USES
  • Flavouring purposes

81
LEMON OILS - Oleum limonis
  • Definition Lemon oil is the oil expressed from
    the outer part of the fresh pericarp of the ripe
    or nearly ripe fruit of Citrus limon (Rutaceae).
  • BP oil should be obtained by suitable
    mechanical means, without the use of heat, from
    the fresh peel.
  • Much oil is derived via steam distillation, but
    this process yields oil of inferior quality.
  • Distilled oil of lemon is much cheaper than that
    prepared by expression. Large amounts are used
    for non-pharmaceutical purposes.
  • Geographical Sources
  • Mediterranean, North South America, Australia
    parts of Africa.

82
Preparation of Lemon Oils
  • i. Hand Methods
  • No longer applicable to pharmaceutical oils

83
Production of Lemon Oils
  • Machine Processes
  • Quality is inferior to the best hand-pressed
    oils.
  • Machines are designed to release oils from the
    peel via puncture, rasting or cutting and by
    imitating the gentle squeezing action of the
    sponge method. (Superiority of the sponge method
    is due to the fact that there is no contact
    between the oil the inner white part of the
    skin.
  • The newer machines extract oil more completely
    than the older ones and give a higher yeild
  • Distilled Oils
  • Although not official, some lemon oils are
    produced by distillation, mainly from the residue
    of the expression processes. It is much cheaper
    than hand-pressed or machine-made oil.

84
Oleum limonis - CONSTITUENTS
  • Terpenes mainly limonene
  • Sesquiterpenes
  • Aldehydes (Citral Citronella)
  • Esters
  • Lemon oil has a tendency to resinify and should
    be protected from the action of air light as
    much as possible.

85
Oleum limonis ADULTATION USES
  • ADULTERATION
  • Oil of turpentine
  • Terpenes from terpeneless oil of lemon
  • Distilled oil of lemon
  • Oil of lemon-grass
  • USES
  • Perfumery
  • Flavouring

86
TERPENELESS LEMON OIL
  • Definition Oil prepared by concentrating lemon
    oil in vacuum until most of the terpenes have
    been removed, or by solvent partition. The
    concentrate is a terpeneless oil, which has a
    citral content of 40-50 .
  • It is equal in flavouring to 10-15 times its
    volume of lemon oil

87
BUCHU Agathosma betulina
88
Agathosma betulina CONSTITUENS USES
  • CONSTITUENTS
  • Volatile oils
  • Pulegone
  • Menthone isomenthone
  • limonene
  • Diosmin
  • Mucilage
  • Resin
  • Calcium oxalates
  • Buchu camphor Responsible for the diuretic
    action
  • USES/ACTIONS
  • Diuretic
  • Urinary Tract Anti-Septic Used for UTIs

89
NUTMEG NUTMEG OIL
  • Definition Nutmeg is the dried kernel of the
    seed of Myristica fragrans (Myristicaceae).
  • Geographical Sources
  • Indigenous to the Molucca Islands (Spice Islands)
  • Cultivated in Indonesia, Malaysia the West
    Indies.

90
NUTMEG Myristica fragrans
  • HISTORY
  • First Introduced to the Europeans by the Arabs.
  • Portuguese lost control of the spice trade to the
    Dutch, who maintained complete monopoly by
    destroying all trees in the neighbouring islands
    preventing the export of living seeds.

91
CULTIVATION, COLLECTION PREPARATION
  • Trees can be grown from fresh seed gown in the
    shell. The seeds germinate after about 5 weeks.
    When the plants are 6 months old, they are
    transplanted to the fields.
  • Nutmegs are dried in the shells (process differs
    according to local conditions). Normally they
    are dried in the sun covered at night rainy
    weather. They can also be dried in the oven or
    over low flames.
  • When completely dried, the kernel rattles in the
    testa, which is then cracked the nutmeg
    extracted.

92
MACROSCOPICAL FEATURES
  • Nutmeg trees are evergreen, growing up to 20 m in
    height.
  • Nutmegs are oval, 2-3 cm long 2 cm broad.
  • If not heavily limed, the surface is a brown or
    grey brown in colour.
  • Odour Strong aromatic
  • Taste Pungent and slightly bitter.

93
MICROSCOPICAL FEATURES
  • Potassium acid tartrate crystals
  • Parenchym with thin brown walls
  • Oval oil cells
  • Feathery crystals of fat
  • Few tannin cells (containing tannin starch)

94
NUTMEG ALLIED HERBS
  • Papua nutmegs from M. argentea (New Guinea)
    little odour a disagreeable taste.
  • Bombay nutmegs M. malabarica (India) lack
    the characteristic odour of the genuine herb.

95
NUTMEG OIL
  • Nutmeg oil is distilled from the kernels of
    Myristica fragrans.
  • CONSTITUENTS
  • Pinene
  • Sabinene
  • Camphene
  • Dipentene
  • Safrole
  • Eugenol eugenol derivatives
  • Myristicin a benzene toxic to humans (large
    does of nutmeg or nutmeg oil may cause
    convulsions).

96
MACE
  • Common mace or Banda mace consists of the dried
    arillus or arillode of M. fragrans.
  • Description bright red colour lacks in aroma.

97
MACE CONSTITUENTS USES
  • CONSTITUENTS
  • Volatile oils (similar to that of nutmeg)
    eugenol derivatives are the main active
    constituents responsible for the anti-bacterial
    effects.
  • Also has 2 anti-microbial resorcinols
    (Malabaricone B and C)
  • Nutmegs, maces their oils, are all used for
  • Carminatives
  • Flavouring
  • Infantile Diarrhoea (Tea of nutmeg Ayurveda).

98
CLOVE
  • DEFINITION Cloves are the dried flower buds of
    Syzygium aromaticum (Eugenia caryophyllus),
    (Myrtaceaea).
  • Geographical Sources
  • Molucca or Clove Islands, Zanzibar, Pemba,
    Madagascar, Indonesia Brazil.

99
HISTORY OF CLOVE
  • Cloves were used in China as early as 266 BC, and
    by the 4th century, they were known in Europe,
    although very expensive.
  • Same as with nutmeg, the Dutch also destroyed all
    trees from surrounding native islands to secure a
    monopoly, and cultivated them only in a small
    group of islands.
  • In 1770, the French managed to introduce clove
    trees to Mauritius, and started cultivating them
    there, as well as in Zanzibar, Penang and
    Sumatra.

100
COLLECTION PREPARATION
  • The flower buds are collected when the lower part
    turns green-crimson. The cloves are dried in the
    open air on mats separated from their peduncles
    (forming clove stalks which are also sold
    commercially).
  • If left on the tree for too long, the buds open
    the petals fall, leaving brown cloves. Later
    the fruits (mother cloves) are produced.

101
MACROSCOPICAL FEATURES
  • Cloves are 10-17.5 mm long.
  • The head consists of 4 slightly projecting calyx
    teeth, 4 membranous petals and numerous incurved
    stamens around a large style.
  • Odour Spicy Pungent
  • Taste Aromatic

102
MICROSCOPICAL FEATURES
  • Heavy cuticularized epidermis
  • Numerous oil cells (shizolysigenous)
  • Calcium oxalates (cluster crystals prisms)
  • Stomata (epidermis of sepals)
  • Starch (Fruit mother cloves)
  • Lignified sclereids

103
CONSTITUENTS
  • 14-21 Volatile oils
  • Mainly eugenol isoeugenol
  • Sitosterol
  • Stigmasterol
  • Campesterol
  • Tannins
  • Triterpene acids esters
  • Glycosides

104
USES OF CLOVE
  • Stimulant aromatic
  • Spice
  • For the preparation of volatile oil
  • Sesquiterpenes potential anti-carcinogenic
    compounds

105
CLOVE OIL
  • Oil distilled in Europe and the US normally does
    not need purification, while oil distilled in
    other areas (e.g. Madagascar) does. After
    purification the oil is sold with varying eugenol
    contents.
  • Oil of cloves is yellow or colourless, is
    slightly heavier than water.

106
CLOVE OIL - CONSTITUENTS
  • Volatile oils mainly eugenol acetyleugenol
  • Sesquiterpenes (a and ß caryophyllenes)
  • Oil of clove like other volatile/essential oils
    should be stored in a well-fitted, air-tight
    container, should be protected from light
    heat.

107
CLOVE OIL - USES
  • Anti-septic
  • Aromatic
  • Stimulant
  • Flavouring Agent

108
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109
EUCALYPTUS LEAF
  • DEFINTION Eucalyptus leaf consists of the whole
    or cut dried leaves of the older branches of
    Eucalyptus globulus, (Myrtaceae).
  • GEOGRAPHICAL SOURCES
  • Portugal, SA, Spain, China, Brazil, Australia,
    India Paraguay.

110
Eucalyptus - DESCRIPTION
  • MACROSCOPICAL
  • Older dried leaves are grey-brown have lateral
    veins. Secretory oil cells are visible in leaves
    held to the light.
  • MICROSCOPIC
  • Epidermal cells have a thick cuticle.
  • Anisocytic stomata
  • Mesophyll has schizogenous oil glands
  • Calcium oxalate crystals Prisms Cluster
    crystals

111
Eucalyptus - CONSTITUENTS
  • Volatile Oil (at least 2 )
  • sesquiterpene - Anti-bacterial action against
    oral pathogens.

112
EUCALYPTUS OIL
  • Oil of eucalyptus is distilled from the fresh
    leaves of various species of Eucalyptus and
    rectified. They are produced in the same
    countries which produce the dry herb.
  • Only a certain amount of species produce oil
    suitable for medicinal use the main criteria is
    a high cineole content and low amounts of
    phellandrene and aldehydes.
  • Suitable oils are obtained from E. polybractea,
    E. smithii, E. globulus and E. australiana.

113
CHARACTERISTICS CONSTITUENTS
  • CHARACTERISTICS
  • Colourless or pale yellow liquid
  • Aromatic camphoraceous in odour.
  • Pungent camphoraceous in taste, which is
    followed by a sensation of cold.
  • CONSTITUENTS
  • At least 70 volatile oils (mainly cineole).

114
EUCALYPTUS OIL - USES
  • Alleviating the symptoms of nasopharyngeal
    infections
  • Treating coughs
  • Decongestant.
  • Official preparations
  • Mixtures, inhalations, lozenges and pastilles
    also applied externally as ointments and
    liniments.

115
FENNEL
  • DEFINITION Fennel consists of the dried ripe
    fruits of Foeniculum vulgare (Umbelliferae).
  • GEOGRAPHICAL SOURCES
  • Europe, India, China Egypt. Mediterranean
    origin.

116
ACTIVE CONSTITUENTS
  • 1-4 Volatile oil
  • trans-anethole
  • Antethole
  • Estragole
  • Fenchone
  • Flavonoids
  • Coumarins
  • Glycosides

117
ACTIONS USES
  • ACTIONS
  • Carminative
  • Expectorant
  • Aromatic
  • - All due to anethole (and fenchone)
  • USES
  • Flatulence
  • Dyspepsia
  • Chronic coughs catarrh

118
Foeniculum vulgare
119
Foeniculum vulgare USES
  • Culinary purposes
  • Used in medicine as a flavouring
  • Carminative

120
CARAWAY CARAWAY OIL
  • DEFINITION Caraway consists of the dried, ripe
    fruits of Caram carvi (Umbelliferae).
  • GEOGRAPHICAL SOURCES
  • Wild Cultivated in Central Northern Europe,
    Holland, Denmark, Germany, Russia, Finland,
    Poland, Hungary, Britain, Egypt, Morocco,
    Australia China

121
MACROSCOPICAL FEATURES
  • A biennial herb growing up to 1 m in height.
  • Herb Normally consists of mericarps separated
    from the pedicels. Fruits are slightly curved,
    brown glabrous.
  • Size 4-7 mm long, 1-3 mm wide
  • Often the stigma style are still attached.
  • Characteristic aromatic odour taste

122
MICROSCOPICAL FEATURES
  • Pitted sclerenchyma
  • secretory canals
  • Dark, red-brown cells containing a pale yellow or
    colourless oleoresin
  • Thick cellulose walls
  • Calcium oxalate crystals

123
ACTIVE CONSTITUENTS
  • 1-7 Volatile oils
  • Carvone
  • Limonene
  • Carveole
  • 8-20 Fixed oils
  • Proteins
  • Calcium oxalates
  • Colouring matter
  • Resin

124
CORIANDER CORIANDER OIL
  • DEFINITION Coriander is the dried, nearly ripe
    fruit of Coriandrum sativum (Umbelliferae).
  • GEOGRAPHICAL SOURCES
  • Indigenous to Italy. Also cultivated in
    Holland, Central Eastern Europe, Mediterranean
    (Morocco, Malta Egypt), China, India
    Bagladesh.

125
MACROSCOPICAL FEATURES
  • Annual herb growing 0.7 m in height with white or
    pink flowers.
  • Drug Normally consists of whole cremocarps
    straw yellow 2-4 mm in diameter when ripe.
  • Considerable variation occurs (e.g. Indian
    variety gt oval).
  • Apex has 2 styles.
  • Fruits have an aromatic odour spicy taste.
  • Unripe plant unpleasant mousy odour ? same
    odour oil has when made from unripe fruit.

126
MICROSCOPICAL FEATURES
  • Outer pericarp stomata calcium oxalte prisms.
  • Thick sclerenchyma
  • Testa brown flattened cells
  • Endosperm is curved consists of parenchymous
    cells containing fixed oils.

127
ACTIVE CONSTITUENTS
  • 1.8 Volatile oils
  • Linalool/coriandrol
  • Pinene
  • Terpinene
  • Limonene
  • Cymene
  • Non-linalool alchols esters
  • Flavonoids
  • Coumarins
  • Phenolic acids
  • High fat content (16-28)
  • Protein (11-17)

128
Coriandrum sativum - USES
  • Domestic purposes (cooking - curries)
  • Pharmaceutically flavouring agent Carminative

129
PEPPERMINT PEPPERMINT OIL
  • DEFINITION Peppermint is the dried leaves of
    Mentha piperita (Labiate). It should contain at
    least 1.2 volatile oil.
  • GEOGRAPHICAL SOURCES
  • Europe America

130
MACROSCOPICAL FEATURES
  • All mints have a square stem creeping rhizome.
  • Black mint, which is the most commonly
    cultivated variety in England, has purple stems
    and dark green petiolate leaves tinged with
    purple. Leaf blades are 3-9 cm long with a
    grooved petiolate up to 1 cm long.
  • Pinnate venation.
  • Glandular trichomes bright yellow points (hand
    lens)
  • Small purple flowers appear in late summer.

131
MICROSCOPIC FEATURES
  • Diacytic stomata
  • Multicellular clothing trichomes
  • 2 types of glandular trichomes (one with a
    unicellar head with a multicellular head).
  • Calcium oxalate is absent.

132
Oleum Menthae
  • Oil of peppermint is obtained from Mentha
    piperita via steam distillation using the
    flowering tops.
  • Oil should contain at least 44 menthol, 15-32
    menthone and 4.5-10 menthyl acetate.

133
Oleum Menthae - CONSTITUENTS
  • Menthol
  • Menthone isomenthone
  • Menthyl acetate
  • Limonene
  • Cineole
  • Menthofuran
  • Pulegone
  • Cineole
  • OIL COMPOSITION greatly
  • influenced by genetic
  • factors seasonal variation.

134
PEPPERMINT PEPPERMINT OIL USES
  • OIL anti-bacterial, cooling, carminative
  • HERB Carminative

135
LESSON TAKE-AWAY
  • Definitions of Volatile Oils
  • Methods of Production of Volatile Oils
  • Herbs containing Volatile Oils
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