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Introduction
⚫Tanninsare polyphenolic substances found in many
plants product of secondary metabolism. Its water-
soluble nature allows easy extraction and is useful in
various applications in the chemical and pharmaceutical
industry.
⚫Definition-the complex,organic,non-
nitrogenous,polyphenolic substances of higher
molecular weight. They are used as antiseptics and in
git diseases like diarrhea and also used in leather
industries.
Properties
Pale yellow to light brown-red amorphous
substances widely distributed in plants and
used chiefly in tanning leather, dyeing fabric,
and making ink.
⚫Their solutions are acid and have an
astringent taste.
⚫They are isolated from oak bark, sumac, and
galls.
⚫Tannins give tea astringency, color, and
flavor. Tannins are phenol glycosides.
Classification
⚫ The tannins are broadly classified into two groups
based on the complexity of their chemical nature
and according to their behaviour in dry distillation
⚫ Hydrolysable tannins :
⚫ As the name indicates, these tannins are quickly
hydrolyzed by acids or enzymes, and the products
of hydrolysis are Gallic acid or ellagic acid. On dry
distillation, Gallic acid and other components get
converted to pyrogallol. They respond to ferric
chloride solution, producing a blue colour.
Hydrolysable tannins include Gallic tannin in nutgall,
rhubarb, amla, clove and chestnut; ellagic tannin
from oak, myrobalans and pomegranate bark.
Continued…
⚫ Condensed tannins: They are also called as non-
hydrolysable tannins, phlorotannins or proanthocyanidins.
They are much more resistant to hydrolysis. They are
related to flavonoid pigments because they are formed via
derivatives of flavones, like catechin or flavan-3-ol or flavan-
3,4-diols. Unlike the hydrolysable tannins, on treatment with
enzymes or mineral acids, they are polymerized or
decomposed into red-coloured substances called
phlobaphenes. which are insoluble in water and indicate the
typical brownish-red colour of many plants and drugs colour.
On dry distillation, they yield catechol. Tannins with ferric
chloride produce brownish-green. They are distributed in
different parts of plants. The green tea and hamamelis leaves,
cinchona, cinnamon and wild cherry bark, and pale and black
catechu contain these types of tannins.
Continued..
⚫Pseudo tannins- This is not such a
separate group of tannins, but may be
treated as a subgroup because they do
not obey Goldbeater’s skin test and are low
molecular weight compounds. Chlorogenic
acid in coffee and nuxvomica, ipecacuanha
acid in ipecacuanha and catechins in cocoa
are examples of pseudo-tannins. The
detection test for chlorogenic acid is carried
out by extracting the drug from water.
Tannin containing drug
Extraction and Isolation of
tannins
⚫The various types of the methods of
extraction depending upon the source
of tannins are employed. As the
tannins are high molecular weight
compounds so it becomes difficult to
isolate the tannins in pure form. Thus
the solvents used are the mixture of
polar, non-polar and semi-polar
solvent like alcohol,
ether,water,acetone etc.
Identification test
⚫ 1. Gelatin test:
⚫ To a solution of tannin, aqueous solution of 1% gelatin and 10%
sodium chloride are added. A white buff colored precipitate is
formed. Conforms the presence of tannins and pseudo tannins
⚫ 2. Goldbeater’s skin test:
⚫ A small piece of goldbeater skin (membrane prepared from the
intestine of an ox) is soaked in 20% hydrochloric acid, rinsed with
distilled water and placed in a solution of tannin for 5 minutes. The
skin piece is washed with distilled water and kept in a 1% solution of
ferrous sulphate. A brown or black colour is produced on the skin
due tob presence of tannins.
⚫ 3. Phenazone test:
⚫ A 10ml of aqueous extract of a tannin and sodium acid phosphate is
heated and cooled and filtered. A 2% solution of phenazone is added
to the filtrate.A bulky colored precipitate is formed.
Continue..
⚫Match stick test (Catechin test):
⚫A match stick is dipped in aqueous plant
extract, dried near burner and moistened
with concentrated hydrochloric acid. On
warming near flame, the matchstick wood
turns pink or red due to formation of
phloroglucinol.
Test with ferric chloride-To the solution of
tannins add ferric chloride solution. A
blue,black,violet or green precipitate or
colour confirms the presence of tannins.
DRUGS CONTAINING TANNINS
Synonyms- Catechu nigrum, Catechu
PTEROCARPUS
 Synonyms
• Bijasal, Indian kino tree, Malbar kino.
 Biological Source
• It consists of dried juice obtained by making vertical
incisions to the stem bark of the plant Pterocarpus
marsupium Linn., belonging to the family
Leguminosae.
 Geographical Distribution
• It is found in hilly regions of Gujarat, Madhya Pradesh,
Uttar Pradesh, Bihar, and Orissa. It is also found in the
forests of Karnal, Kerala, West Bengal, and Assam.
 Chemical Constituents
• Kino contains about 70–80% of kino tannic acid, kino-red, K-
pyrocatechol (catechol), resin and gallic acid. Kinotannic acid
is glucosidal tannin, whereas kino-red is anhydride of kinoin.
Kinoin is an insoluble phlobaphene produced by the oxidase
enzyme’s action It is darker in colour than kino tannic acid.
 Chemical Tests
1. When the solution of the drug is treated with ferrous
Sulphate, green colour is produced.
2. With an alkali (like potassium hydroxide) violet colour
is produced.
3. With mineral acid, a precipitate is obtained
 Uses
• Kino is used as a powerful astringent in treating
diarrhoea and dysentery, passive haemorrhage,
toothache, and diabetes. It is used in dyeing, tanning,
and printing.
• The aqueous infusion of wood is considered to be of
much use in diabetes.
• The alcoholic, as well as, aqueous extracts of
heartwood are known to possess hypoglycaemic action.
• The cups made of wood are available with the Khadi
and Gramodyog Commission for the treatment of
diabetes.
tannins-170116185017.pptx

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tannins-170116185017.pptx

  • 1.
  • 2. Introduction ⚫Tanninsare polyphenolic substances found in many plants product of secondary metabolism. Its water- soluble nature allows easy extraction and is useful in various applications in the chemical and pharmaceutical industry. ⚫Definition-the complex,organic,non- nitrogenous,polyphenolic substances of higher molecular weight. They are used as antiseptics and in git diseases like diarrhea and also used in leather industries.
  • 3. Properties Pale yellow to light brown-red amorphous substances widely distributed in plants and used chiefly in tanning leather, dyeing fabric, and making ink. ⚫Their solutions are acid and have an astringent taste. ⚫They are isolated from oak bark, sumac, and galls. ⚫Tannins give tea astringency, color, and flavor. Tannins are phenol glycosides.
  • 4.
  • 5.
  • 6.
  • 7.
  • 8.
  • 9. Classification ⚫ The tannins are broadly classified into two groups based on the complexity of their chemical nature and according to their behaviour in dry distillation ⚫ Hydrolysable tannins : ⚫ As the name indicates, these tannins are quickly hydrolyzed by acids or enzymes, and the products of hydrolysis are Gallic acid or ellagic acid. On dry distillation, Gallic acid and other components get converted to pyrogallol. They respond to ferric chloride solution, producing a blue colour. Hydrolysable tannins include Gallic tannin in nutgall, rhubarb, amla, clove and chestnut; ellagic tannin from oak, myrobalans and pomegranate bark.
  • 10.
  • 11. Continued… ⚫ Condensed tannins: They are also called as non- hydrolysable tannins, phlorotannins or proanthocyanidins. They are much more resistant to hydrolysis. They are related to flavonoid pigments because they are formed via derivatives of flavones, like catechin or flavan-3-ol or flavan- 3,4-diols. Unlike the hydrolysable tannins, on treatment with enzymes or mineral acids, they are polymerized or decomposed into red-coloured substances called phlobaphenes. which are insoluble in water and indicate the typical brownish-red colour of many plants and drugs colour. On dry distillation, they yield catechol. Tannins with ferric chloride produce brownish-green. They are distributed in different parts of plants. The green tea and hamamelis leaves, cinchona, cinnamon and wild cherry bark, and pale and black catechu contain these types of tannins.
  • 12. Continued.. ⚫Pseudo tannins- This is not such a separate group of tannins, but may be treated as a subgroup because they do not obey Goldbeater’s skin test and are low molecular weight compounds. Chlorogenic acid in coffee and nuxvomica, ipecacuanha acid in ipecacuanha and catechins in cocoa are examples of pseudo-tannins. The detection test for chlorogenic acid is carried out by extracting the drug from water.
  • 14. Extraction and Isolation of tannins ⚫The various types of the methods of extraction depending upon the source of tannins are employed. As the tannins are high molecular weight compounds so it becomes difficult to isolate the tannins in pure form. Thus the solvents used are the mixture of polar, non-polar and semi-polar solvent like alcohol, ether,water,acetone etc.
  • 15. Identification test ⚫ 1. Gelatin test: ⚫ To a solution of tannin, aqueous solution of 1% gelatin and 10% sodium chloride are added. A white buff colored precipitate is formed. Conforms the presence of tannins and pseudo tannins ⚫ 2. Goldbeater’s skin test: ⚫ A small piece of goldbeater skin (membrane prepared from the intestine of an ox) is soaked in 20% hydrochloric acid, rinsed with distilled water and placed in a solution of tannin for 5 minutes. The skin piece is washed with distilled water and kept in a 1% solution of ferrous sulphate. A brown or black colour is produced on the skin due tob presence of tannins. ⚫ 3. Phenazone test: ⚫ A 10ml of aqueous extract of a tannin and sodium acid phosphate is heated and cooled and filtered. A 2% solution of phenazone is added to the filtrate.A bulky colored precipitate is formed.
  • 16. Continue.. ⚫Match stick test (Catechin test): ⚫A match stick is dipped in aqueous plant extract, dried near burner and moistened with concentrated hydrochloric acid. On warming near flame, the matchstick wood turns pink or red due to formation of phloroglucinol. Test with ferric chloride-To the solution of tannins add ferric chloride solution. A blue,black,violet or green precipitate or colour confirms the presence of tannins.
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  • 23. PTEROCARPUS  Synonyms • Bijasal, Indian kino tree, Malbar kino.  Biological Source • It consists of dried juice obtained by making vertical incisions to the stem bark of the plant Pterocarpus marsupium Linn., belonging to the family Leguminosae.  Geographical Distribution • It is found in hilly regions of Gujarat, Madhya Pradesh, Uttar Pradesh, Bihar, and Orissa. It is also found in the forests of Karnal, Kerala, West Bengal, and Assam.
  • 24.  Chemical Constituents • Kino contains about 70–80% of kino tannic acid, kino-red, K- pyrocatechol (catechol), resin and gallic acid. Kinotannic acid is glucosidal tannin, whereas kino-red is anhydride of kinoin. Kinoin is an insoluble phlobaphene produced by the oxidase enzyme’s action It is darker in colour than kino tannic acid.  Chemical Tests 1. When the solution of the drug is treated with ferrous Sulphate, green colour is produced. 2. With an alkali (like potassium hydroxide) violet colour is produced. 3. With mineral acid, a precipitate is obtained
  • 25.  Uses • Kino is used as a powerful astringent in treating diarrhoea and dysentery, passive haemorrhage, toothache, and diabetes. It is used in dyeing, tanning, and printing. • The aqueous infusion of wood is considered to be of much use in diabetes. • The alcoholic, as well as, aqueous extracts of heartwood are known to possess hypoglycaemic action. • The cups made of wood are available with the Khadi and Gramodyog Commission for the treatment of diabetes.