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Understanding Tannins and Lipids

The document discusses various types of tannins, which are astringent plant compounds. It covers hydrolyzable tannins containing gallic acid and non-hydrolyzable condensed tannins. Examples mentioned include tannins from witch hazel leaves, nutgalls, and various plant sources used for tanning hides. Toxicity and uses of tannins in ink production, medicine, and industry are also summarized.

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0% found this document useful (0 votes)
77 views8 pages

Understanding Tannins and Lipids

The document discusses various types of tannins, which are astringent plant compounds. It covers hydrolyzable tannins containing gallic acid and non-hydrolyzable condensed tannins. Examples mentioned include tannins from witch hazel leaves, nutgalls, and various plant sources used for tanning hides. Toxicity and uses of tannins in ink production, medicine, and industry are also summarized.

Uploaded by

cf2frrdjf8
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd

T1: TANNINS

● Chewing of Betel Nut (Areca catechu)


Colloidal solutions
TANNINS - Alkaloids and condensed catechin tannin
Water having acid reaction
- Widely distributed plant kingdom - Oral and Esophageal cancer
and sharp taste
● Drinking of ordinary tea leaves w/o milk
- Localized in leaves, fruits, barks, or stems
Gelatin & Alkaloids Precipitate (Camellia sinensis)
- Mixtures of polyphenols = diff. to separate (no - Esophageal cancer
crystallization) ● Malignant Mesenchymal Tumors
Dark blue/Greenish
- ASTRINGENT PROPERTIES: complex organic, Ferric salts black soluble - Subcutaneous inj. Of aqueous extracts
non-nitrogenous plant products compounds (Areca catechu & Rhus copallina) into rats

“Tannin” KFerricyanide & Ammonia Deep red color HAMAMELIS LEAF/WITCH HAZEL LEAVES
- Segun (1796) - Dried leaf of Hamamelis virginiana
Salts of copper, lead, tin, - Height: 8m
- Ability to combine with animal hides to convert into
and strong potassium - Collected leaves in summer and under shade to
leather Precipitation preserve green color
dichromate (1% chromic
Goldbeater Skin Test acid) - contains hamamelitannin
- absorption on standard hide power - Astringent and Hemostatic properties
Alkaline solutions Absorbs oxygen - incorporated in insect bite and sting preparations
CHEMICAL CLASSES: - Steam distillation (cut and dried twigs)
- based on phenolic nuclei identity - Hydroalcoholic solution of the volatile oil
- the way they’re joined Astringent Action
NUTGALL
- astringents in GIT and skin abrasions
- young twigs of Quercus infectoria olivier (Fagaceae)
HYDROLYZABLE TANNINS
Hamamelis, Nutgall Tannic acid - Galls: Aleppo in Asiatic Turkey
- contains gallic acid/polyhydric compounds esterified
- Excrescence gall: puncture of hymenopterous
w/ glucose Its derivatives Acetyl-tannic acid insect (Cynips tinctoria) and deposited ovum
- Esters (readily hydrolyzed) => phenolic acids and
- contains tannic acid
sugar
- gallotannic acid/tannin
- split by acids, bases, and hydrolytic enzymes =>
Vegetable Tanning - tanning and dyeing industry
sugar or polyols and a phenolic acid
- animal hides => leather - manuf. of ink
NON HYDROLYZABLE (CONDENSED) TANNINS - provides toughness and acts as a preservative - Astringent properties
- 1 phenolic nuclei but linked to carbohydrates & (antiseptic qualities)
- Tannins: antidote for alkaloid poisoning; tx for burns LIPIDS
proteins
- naturally occurring organic compounds
- results from condensing 2 or more flavan-3-ols Iron salts Ink manufacture - soluble in nonpolar organic solvents
(Catechin), or flavan-3,4-diols (Leucocyanidin)
- insoluble in water
- Treated with hydrolytic agents, tannins will Gelatin, Proteins, and
Lab reagents - comprised of fixed oils, fats, and waxes
polymerize Alkaloid detection - provide energy reserves (triacylglycerols)
- Phlobaphenes (insoluble red-colored products)
- Lipid and its derivatives: vitamins & hormones
NON CRYSTALLIZABLE COMPOUNDS - Lipophilic bile acids - lipid solubilization
TOXICOLOGY FIXED OILS AND FATS
Carcinogenic potential - from plant or animal
- rich in calories
- for inj., for edible purposes Palma Christi
- Plants: seeds
- Emollient properties and used in liniments
- Animals: subcutaneous & retroperitoneal tissues - cold expression of - colorless/slightly
- substitute of Olive oil
- Large doses: Lubricant cathartic seeds yellow colored
SATURATED FATTY ACIDS - Low grade: soaps, lubricants - Euphorbiaceae - Aromatic:
- Ricinoleic acid CO+flavorant
Butyric Butter fat SESAME OIL (Sesamum indicum) (laxative property), - Hydrogenated:
- syn. Benne/Teel/Gingelli oil Isoricinoleic castor wax
Lauric Coconut oil
- Pale yellow, - not for pregnant (induce premature labor)
Myristic Palm oil odorless, bland - Ricinoleic acid: contraceptive creams, jellies
- seeds
- Baudouin Test: pink - Ingredient in hair oil
Palmitic Arachis, Sesame - Mixture of
- Villavecchia Test:
glycerides of Oleic ARACHIS OIL (Arachis hypogaea)
detects Sesame oil
Stearic Arachis and Linoleic - syn. groundnut oil, monkeynut oil, katchung oil
in other oils and
fats
Arachidic Mustard - Shelled or skinned - edible oil
- Demulcent (dysentery and urinary complaints) seeds - sub. for Olive oil
UNSATURATED FATTY ACIDS - Papilionaceae - Solvent
- solvent for inj. of steroids, antibiotics, and
hormones - Oleic and Linoleic - vehicle for IM med.
Linolenic Linseed
- Mild laxative
- Emollient CORN OIL (Zea mays)
Linoleic Sesame, Sunflower
- syn. Maize oil
Arachidonic Arachis COCONUT OIL (Cocos nucifera)
- syn. coconut butter, copra oil - Embryos - Light golden yellow
- Graminae liquid w/ a faint odor
Oleic Safflower, Corn
- dried solid part of - Oleic, Linoleic and taste
endosperm
WAXES - Highest - limit blood cholesterol
- Palmae
- esters of long chain fatty acids & alcohols saponification - Good in px having coronary heart disease and
- Mixture of
- similar with fats (250-264) diabetes
triglycerides of
- Saponified only by alcoholic alkali saturated FA
- Fats are sapo. by alcoholic alkali/aqueous alkali - Lauric, Myristic acid SAFFLOWER OIL (Carthamus tinctorius)

FIXED OILS - Used as dietary products - ripe and dried


- Fractionated CO: Thin Vegetable Oil seeds
COTTONSEED OIL (Gossypium herbaceum) - Clear, faint
- FCO: basis for preparing oral suspension of - Compositae
yellowish liquid
drugs in unstable in aqueous media - Oleic, Linoleic,
- seeds - Crude oil: amber to
Linolenic
- Malvaceae deep red/black
- hydraulic press - Halphen & Bevan CASTOR OIL (Ricinus communis)
- syn. Castor bean, Oleum ricini, Ricinus oil, Oil of - dietary supp. (hypercholesterolemia, tx of
- Linoleic and Oleic test
atherosclerosis) - Linaceae - Poultice for gouty
- Preparation of soft-soap varnishes, linoleum and - Linoleic and rheumatic COCOA BUTTER - Roasted seeds
water-proofing material swellings (Theobroma cacao) - Sterculiaceae
- Internal: gonorrhea - Oleic acids
SUNFLOWER OIL (Helianthus annuus) - Emollient, - Base for
expectorant, suppositories
- Seeds - Nutrient and liniments, lotion - Cream, toilet soaps
- Oleic, Linoleic Emollient - Reduce formation
SHARK LIVER OIL (Hypoprion brevirostris) of stretch marks
OLIVE OIL (Olea europoea)
- syn. Salad oil, sweet oil, oleum oil - Liver LANOLIN - Wool fibers of
- Carcharhinidae - Brownish yellow (Ovis aries) sheep
- pale yellow/light - Vit. A - Bovidae
- Ripe fruits greenish-yellow - Yellowish white
- Oleaceae - Millon’s Test - Tx xerophthalmia (abnormal dryness of - Cholesterol
- Oleic - UV rad.: deep conjunctiva surface) - Emollient
golden-yellow - Nutritive and tonic - Water absorbable
- Retardant SOYBEAN OIL (Glycine soja) COD LIVER OIL - Liver
- Emollient - Lecithin: correcting deranged lipid & cholesterol (Gadus morrhua) - Gadidae
- Choleretic metabolism - Pale yellow
- Good solvent - Stigmasterol: precursor (Steroid synthesis) - Vit. A and D
- Prep. of green soap - Tx of rickets, TB
- Plasters liniment THEOBROMA OIL (Theobroma cacao) - nutritive
- syn. Food of the Gods
ALMOND OIL (Prunus amygdalus) LARD - Pig fat
- Ground kernels (Sus scrofa) - Cooking
- Emollient - Vegetable oil
- Oleopalmitostearin - Base for cosmetics
- Ing. in cosmetics
- Seeds
- Laxative ETHIODIZED OIL INJECTION (Papaver somniferum) SUET - Animal meat/kidney
- Rosaceae
- Vehicle for oily inj. - Beef Tallow: Bos
- Oleic - Radiopaque
- Volatile AO: - Poppy seeds taurus
flavoring agents diagnostic aid
- Mutton Tallow: Ovis
aries
PERSIC OIL (Prunus sp.) HYDROGENATED VEGETABLE OILS
- syn. Apricot kernel oil, Peach kernel oil
- Refined, bleached
- Stearic, palmitic
LINSEED OIL (Linum usitatissimum) - Decolorized VO WAXES
acid
- syn. Flax seed, alsi, Flaxseed oil - Serger’s rxn
SPERMACETI - Head of the sperm
(Physeter whale
- dried, ripe seeds - Demulcent
macrocephalus) - Ointments,
FATS
- No permanent grease spot on filter paper - oil of lemon, orange, bergamot
cosmetic creams,
- Not saponified with alkalis - Sponge and Ecuelle method
fine wax candles,
● Non-volatile solvent
pomades
- Enfleurage, maceration, and spraying
- Industrial lubricants
FIXED VOLATILE process
JOJOBA OIL - seeds of the shrub ● Volatile solvent
(Simmondsia chinensis) - Antioxidants Terpenes, aromatic - Flowers extraction using light petroleum
Ester of FA +
- anti-inflammatory Composition compounds
Glycerol TERPENOIDS
(stereoptene+oleopten)
BEESWAX - Honeycomb - Volatile substances that gives fragrance from plants
(Apis mellifera) - Prep. for ointments, Rancidity / x and flowers
plaster, and - Found in leaves, fruits, higher plants, conifers,
polishes Resinity x / citrus, and eucalyptus
- Hydrocarbons of plant origin (C5H8)
CARNAUBA WAX - Leaves Grease spots (+) (-) - Oxygenated, hydrogenated, and dehydrogenated
(Copernicia prunifera) - Esters of derivatives
hydroxylated fatty Distilled x /
acids (carnaubic ISOPRENE
Saponified / x - product of thermal decomposition of terpenoids
and cerotic acid
and melissyl - Otto Wallach
cerotate)
- Cosmetic products, SECRETORY STRUCTURES ISOPRENE RULE
depilatories, deo. - terpenoid molecules are from 2 or more isoprene
Rutaceae (citrus) unit joined in a head to tail fashion
sticks Schizogenous, lysogenous
- Tablet coating ducts
Pinaceae (pine) HYDROCARBON VOLATILE OILS
- Shoe polishes,
automobile waxes Apiaceae/Umbelliferae TURPENTINE OIL (Pinus longifolia)
Oil tubes/vittae
(dillweed)
- Distillation of
- Expectorant
Piperaceae (pepper) Modified parenchymal cells oleoresin
VOLATILE OILS - Diuretic
- Pinaceae
- odorous volatile principles of plant and animal - Urinary antiseptic
Lamiaceae/Labitae (mint) Glandular trichomes - >40 terpenes
source - May cause kidney
- Alpha and
- evaporates when exposed to air (ordinary temp) irritation
beta-pinene
- Ethereal oils
- Freely soluble: ether, chloroform EXTRACTION
- Fairly soluble: alcohol ● Distillation
- Insoluble: water - by water/steam ALCOHOL-CONTAINING VOLATILE OILS
- chemically derived from Terpenes (mono- and - Fresh materials: separated by PEPPERMINT - Distillation
sesqui-) hydro-distillation (Mentha piperita) - Labiatae
- colorless, darker when exposed to air and direct - Air dried parts: steam distillation - Menthol
sunlight ● Scarification
KETONES
- Flavorant, PINE OIL - Steam distillation
counterirritant (Pinus palustris) - wood/stem CAMPHOR - Camphor
- Alpha-terpinol, pinene (Cinnamomum - Rubefacient
PUDINA - dried leaves and - Anti-eczema, camphora) - Topical antipruritic,
(Mentha spicata) flowering tops disinfectant, anti-infective
- Labiatae deodorant
- Carvone CARAWAY - dried ripe fruits
- Digestive, (Carum carvi) - Carvone
spasmolytic, stimulant - Carminative
ALDEHYDE-CONTAINING
- Children’s meds
SANDALWOOD - Distillation LEMON PEEL OIL - fresh ripe fruit (vehicle)
(Santalum album) - Santalaceae (Citrus limon) - Limonene
- Santalol - Flavoring agent, FENNEL - Dried ripe fruits
- Chemo-protective perfumery, (Foeniculum vulgare) - Anethole, fenchone
action (liver) stomachic - Flavoring, diuretic,
carminative
CORIANDER - dried ripe fruits BITTER ORANGE PEEL - Fresh or dried outer
(Coriandrum sativum) - Umbelliferae (Citrus aurantium) part of the pericarp ANISE - dried ripe fruits
- Linalool - Limonene (Pimpinella anisum) - Trans-anethole,
- Antispasmodic, - Aromatic, anisaldehyde
flavoring agent stomachic, flavoring - Condiment,
- Tonic, appetizer, flavoring agent
diuretic CINNAMON OIL - Dried inner bark
- External: joints (Cinnamomum - Cinnamic acid; BUCHU OIL - Steam distillation of
zeylanicum) eugenol (Barosma betulina) leaves
CARDAMOM - dried ripe seeds - Antiseptic, flavoring - Diosphenol
(Elletaria cardamom) - Zingiberaceae - Menstrual problems
- Cineole CITRONELLA OIL - Steam distillation
- Tx of respiratory (Cymbopogon nardus) - Leaves WORMWOOD OIL - Thujone
disorders (Asthma) - Citronellal (Artemisia absinthum) - counterirritant
- Perfumery
ROSE OIL - Petals - Insect repellant CEDAR LEAF OIL - steam distillation
(Rosa gallica) - Geraniol, citronellol, (Thuja occidentalis) - Wood
nerol HAMAMELIS OIL - Dried leaves, bark chips/sawdust
- Used in cosmetics (Hamamelis virginiana) - 2-hexanal - Thujone and
(tissue and cell - Acetaldehyde Fenchone
regeneration) - Alpha-ionone - Counterirritant
- Beta-terpinol
JUNIPER OIL - Borneol - Hemorrhoidal prep.
(Juniperus communis) - Flavorant, diuretic PHENOLS
RESINS
CLOVE - dried flower buds LAVENDER OIL - Flower
(Eugenia caryophyllus) - Eugenol (Lavandula sp.) - Linalylacetate COLOPHONY - Oleoresin
- Toothache drops - aromatheraphy (Pinus palustris) - Resin acids
- Stiffening agent
THYME OIL - Thymol MUSTARD OIL - Seeds
(Thymus vulgaria) - antiseptic (Brassica nigra) - Sinigrin (allyl PODOPHYLLUM - Dried rhizomes and
isothiocyanate) (Podophyllum peltatum) roots
MYRICIA OIL - Distilled - Nutritive, cooking - Podophyllin
(Pimenta racemosa) - Stem bark - Tx of venereal, warts
- Eugenol PINE NEEDLE OIL - Bornyl acetate
- Astringent, (Pinus mugo) - Itchiness, JALAP - dried tuberous
analgesic inflammation, (Ipomoea purga) roots/tubercles
properties dryness - Glycosidal resin

CREOSOTE CANNABIS - dried flowering tops


(Fagus grandiflorus) (Cannabis sativa) - Cannabidiol,
PHENOLIC ESTERS
tetrahydrocannabinol
JUNIPER TAR NUTMEG OIL - Dried kernels
(Juniperus oxycedrus) (Myristica fragrans) - Myristicin and KAVA-KAVA - Styryl pyrone:
saffrole (Piper methysticum) Kawain
- Hallucinogen, - Skeletal muscle
OXIDE flavorant, relaxant
condiment
EUCALYPTUS OIL - Distillation of leaves - Tox.: Tachycardia, ERIODYCTION - Expectorant,
(Eucalyptus sp.) - Eucalyptol Xerostomia, (Eriodictyon flavorant (quinine)
(1,8-cineole) Flushing californicum)

MASTIC - Alpha-resin-mastichis
ESTER (Pistacia lentiscus) - Dental varnish
RESINS (sealing cavities)
GAULTHERIA OIL - Dried leaves - complex substances
(Gaultheria procumbens) - Methyl salicylate, - composed of acids, alcohols, and tannins
Gaultherin - Amorphous
- Melts when heated OLEORESINS
- Antiseptic,
astringent - Insoluble: water, petroleum ether CAPSICUM - dried, ripe fruits
- Soluble: alcohol, solvent ether, benzene, chloroform (Capsicum sp.) - Fixed oils,
VALERIAN - dried roots and oleoresin,
(Valeriana wallichi) rhizomes ISOLATION carotenoids,
- Valerenic acid ● Solvent Extraction - extraction of drugs w/ capsacutin
- Tx insomnia, blood alcoholic solvents
pressure, epilepsy ● Distillation - separation of volatile oils from resin GINGER - dried rhizomes
(Zingiber officinale) - Volatile oil, pungent - Balsamic acids, - smoke deterrent
resinous mass & cinnamic acid
starch - Expectorant, ARECOLINE - Areca catechu
carminative, - Psychoactive
antiseptic - Tannin content-esophageal
cancer
OLEOGUMRESINS
MYRRH - Stem LOBELINE - Lobelia inflata
ALKALOIDS - Indian tobacco
(Commiphora molmol) - Resin, gum, volatile
- Active basic plant constituents - Less potent
oil
- 1 N-atom forms
ASAFETIDA - Incision of - Forms ppt w/ alkaloidal reagents
(Ferula asafoetida) decapitated TROPANE
ALKALOIDAL REAGENTS
rhizome and roots
- Volatile oil, resin, Mercuric Potassium Iodide BELLADONNA - Atropa belladona
MAYER - Atropine
and gum (MaMeKI)

Cadmium in Potassium HYOSCYAMUS - Hyoscyamus niger


MARME - henbane/hogbane
Iodide (MaCadKI)
BALSAMS
STORAX - Trunk Potassium Bismuth Iodide STRAMONIUM - Datura stramonium
DRAGENDORFF
(Liquidambar orientalis) - Alpha- and (DrKBIo)
beta-storesin EUROPEAN MANDRAKE - Mandragora
Iodine in Potassium Iodide officinarum
WAGNER
TOLU BALSAM - Stem (WIKI)
(Myroxylon balsamum) - Resin alcohols w/ COCCAINE - Erythroxylum cocca
cinnamic and VALSER Mercuric Iodide (ValMel)
benzoic acids
SONNENSCHEIN Phosphomolybdic acid
PERU BALSAM - Stem
- Balsamic esters SCHEIBLER Phosphotungstic acid
(benzyl cinnamate)
GOLD SALTS
SIAM
- Stem PICRIC ACID Hager’s reagent
- Coniferyl benzoate
TANNIC ACID
- Antiseptic,
BENZOIN
expectorant

SUMATRA PYRIDINE-PIPERIDINE
- Incised stem
NICOTINE - Nicotania tabaccum

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