TANNINS Flashcards

(99 cards)

1
Q

Historically, _____ are related to their _____ i.e. their ability to transform fresh hides into ______.

A

tannin containing drugs; tanning property; imputrescible leather

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2
Q

TRADITIONAL APPLICATIONS OF TANNINS:

A

Pharmacological and medicinal
Nutritional
Veterinarian

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3
Q

Pharmacological and medicinal applications of tannins:

A

Treatment of different affections: Gastrointestinal, Respiratory, Urinary, Inflammatory, Skin problems, Sexual diseases, etc.

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4
Q

Nutritional applications of tannins:

A

Food ingredients of different dishes, revitalizing agents and food supplements, etc.

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5
Q

Vetirinarian applications of tannins:

A

Animal feed, treatment of fever, urinary, and gastrointestinal disorders, parasites, external application on wounds, etc.

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6
Q

one of the secondary metabolites

A

Tannins

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7
Q

responsible for pharmacologic and therapeutic effects

A

Active constituents

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8
Q

pagawaan ng leather

A

Tannery

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9
Q

Tannins - when put into the skin of the animals it will convert to

A

leather

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10
Q

Tannins- ____ compounds

A

polyphenolic

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11
Q

have antimicrobial property

A

Glycoside with phenol/ phenol with compounds

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12
Q

Action of alcohol to skin

A

Precipitation of proteins

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13
Q

Precipitation of proteins

A

astringent property

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14
Q

Difficult to separate because they

A

don’t crystallize

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15
Q

CLASSIFICATION OF TANNINS test is based on?

A

Goldbeaters skin test

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16
Q

Positive result for Goldbeaters skin test:

A

True tannin

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17
Q

Negative result for Goldbeaters skin test:

A

Pseudotannin

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18
Q

Upon knowing the characteristic of tannins, what is the logical positive result with Goldbeaters skin test?

A

Brown or Black (the color of leather)

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19
Q

It is called skin test because it is tested in the _____, _____ result.

A

intestine of the ox; brown to black color

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20
Q

pseudotannins are nedative result but are still?

A

Polyphenolic

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21
Q

Goldbeater’s skin test

A
  1. Soak a small piece of goldbeater’s skin in 2% hydrochloric acid
  2. Rinse with distilled water and place in the solution to be tested for 5 min.
  3. Wash with distilled water and transfer to a 1% solution of ferrous sulfate.
  4. A brown or black color on the skin denotes the presence of tannins.
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22
Q

is a membrane prepared from the intestine of the ox and behaves similarly to an untanned hide.

A

Goldbeater’s skin

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23
Q

Goldbeater’s skin is a membrane prepared from the ______ and behaves similarly to an ______.

A

intestine of the ox; untanned hide

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24
Q

general test for tannins

A

Goldbeater’s skin test

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25
True tannins classifications are:
Hydrolysable tannins Non-hydrolysable tannins
26
have sugar component and phenolic acid, and they’re converted into gallic acid
Hydrolysable tannins
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Hydrolysable tannins- have ____ and _____, and they’re converted into ____
sugar component; phenolic acid; gallic acid
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Synonym of hydrolysable tannins-
Pyrogallol tannins
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Hydrolysable tannins lagyan ng HCl or HSO4 product ay _____
gallic acid and ellagic acid
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Hydrolysable tannins lagyan ng ____/____ product ay gallic acid and ellagic acid
HCl or HSO4
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These are esters of sugars and phenolic acid molecules.
HYDROLYSABLE TANNINS
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Hydrolysable tannins exmaple:
1. Myrobalan (Terminalia chebula Combretaceae) 2. Bahera (Terminalia belerica Combretaceae) 3. Witch hazel (hamamelidaceae) 4. Trigalloyl glucose
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source of gallic acid
Rhubarb
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part of rhubarb
Rhizome
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Rhubarb- _____ glycoside
anthraquinone
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Phenolic acids:
Gallic acid or Ellagic acid
37
Gallic acid examples:
Rhubarb Gall Clove
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Ellagic acid examples:
Pomegranate Eucalyptus
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Gallic acid tannin?
Gallotannins
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Ellagic acid tannins?
Ellagitannins
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Phenolic Acids on dry distillation are converted to _____ derivatives.
PYROGALLOL
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Pyrogallol structure?
benzene ring with 3 hydroxyl groups attached sequentially
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The hydrolysable tannins are soluble in water and their solution produces a _____ with ferric chloride.
blue color
44
The hydrolysable tannins are soluble in water and their solution produces a blue color with
ferric chloride.
45
Are hydrolysable tannins soluble or insoluble in water?
Soluble
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kapag kinagat ng insect yung plant mamamaga tapos magfoform ng
Gall
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Gall- kapag kinagat ng insect yung plant mamamaga tapos magfoform ng gall and form _____ which is a rich source of _____.
gallic acid; tannins
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(+) result turns blue
Kasuy leaves
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CONDENSED TANNINS aka:
Proanthocyanidins
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CONDENSED TANNINS consist of _____ linked together by carbon-carbon bonds
flavan-3-ol units
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CONDENSED TANNINS They consist of flavan-3-ol units linked together by carbon-carbon bonds most often?
4→8 or 4→6
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Example of non-hydrolysable tannin:
Flavonoid trimer
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Condensed tannins occur due to ____ (______) reactions between _____.
polymerization; condensation; flavonoids
54
Condensed tannins: The polymers may include up to ______
50 monomer units of flavonoids
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On treatment with acids or enzymes condensed tannins are converted into _____ compounds known as _____.
red insoluble; phlobaphenes
56
_____give the characteristic red colour to many drugs such as _____.
phlobaphenes; red cinnamon bark
57
On dry distillation, condensed tannins yield ____ derivatives.
CATECHOL
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Catechol structure:
benzene ring with 2 hydroxyl group attached sequentially
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Condensed tannins are also soluble in water and produce _____ with ferric chloride.
green color
60
Condensed tannin- also called
catechol tannins
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catechin -
Flavan 3-ol
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Hydrolytic agent-
Acid,bases. Enzyme.
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product of polymerization of tannins (red color)
Phlobaphene
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Ink color - reaction of tannins to
iron salts
65
General test for CONDENSED TANNINS
Match Stick Test
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Match Stick Test procedure:
A match stick is dipped in tannin extract followed by HCl & warmed near a flame it turns pink in colour
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Match Stick Test Upon hydrolysis of the tannins due to ____, _____ is formed which reacts with the ____ of the wood to produce the ____.
HCl; phloroglucinol; lignin; pink colour
68
Pink color- presence of
catechol tannins- have lignin
69
They are compounds of lower molecular weight than true tannins and they do not respond to the goldbeater's skin test.
PSEUDOTANNINS
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Examples of drugs containing Pseudotannins are:
-Gallic acid: Rhubarb -Catechins:Guarana, Cocoa -Chlorogenic acid: Mate, Coffee -Ipecacuanhic acid: ipecacuanha
71
Tannins are soluble in
water, dilute alkalis, alcohol, glycerol and acetone
72
Tannins are sparingly soluble in
other organic solvents
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Solutions precipitate
heavy metals, alkaloids, glycosides and gelatin.
74
Tannins acts as?
preservatives because of its antiseptic qualities
75
ability to precipitate the protein in the bacteria, para d mag cause ng spoilage, can also precipitate heavy metals
Preservative
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tannins are antidote for?
Heavy metal poisoning, alkaloid poisoning
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USES OF TANNINS industrially
leather tanning, ink ( reaction of iron salts) manufacture
78
USES OF TANNINS medicinally
astringent, haemostatic, antidiarrheal, antidote in alkaloid and heavy metals toxicity
79
USES OF TANNINS in laboratory:
reagent for detection of proteins, alkaloids and heavy metals because of their precipitating properties
80
fruits with astringent property:
Apple, guava
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HYDROLYSABLE TANNINS EXAMPLES
1. SWITCH HAZEL / HAZEL NUT / SNAPPING NUT 2. NUTGALLS
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SWITCH HAZEL / HAZEL NUT / SNAPPING NUT BIOLOGICAL SOURCE: Family: Uses:
leaves of Hamamelis virginiana Hamamelidaceae 1.astringent 2.It is incorporated in hemorrhoidal products 3.Preparations for treating insect bites and stings and even teething preparations
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(With Witch Hazel Extract)
Celeteque Toner
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tannin na present sa switch hazel
Hamamelitannin
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NUTGALLS BIOLOGICAL SOURCE: Family: WASP:
gall wasps Quercus infectoria (plant) fagaceae Cynips tinctoria (Cynipdae)
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NUTGALLS principal constituent: Other constituents:
tannic acid (50-70%) gallic acid, 2 to 4% Ellagic acid, Starch, Resin
87
NUTGALLS USES:
1. chief source of tannic acid 2. tanning and dying industry 3. astringent property
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CONDENSED TANNINS example:
BLACK CATECHU
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BLACK CATECHU Biological source: Family: Uses:
Heart wood of Acacia catechu/ Acacia chundra leguminosae Astringents, treatment of ulcers, diarrhea, & in tanning industry.
90
ALLIED PRODUCTS:
1. Tannic Acid/Gallotannic Acid/ Tannin 2. Chinese galls / Japanese galls
91
a tannin usually obtained from nutgall.
Tannic Acid/Gallotannic Acid/ Tannin
92
Tannic Acid/Gallotannic Acid/ Tannin a tannin usually obtained from?
nutgall
93
Tannic Acid/Gallotannic Acid/ Tannin The powdered galls are extracted with a mixture of ether, alcohol, and water and the liquid separates into two layers: give the distinction
1. aqueous layer contains gallotannin 2. ethereal layer contains free gallic acid.
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is not a single homogenous compound but is a mixture of ____ with ____ whose exact composition varies according to its source
esters of gallic acid; glucose; tannic acid
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Tannic acid occurs as
amorphous powder, glistening scales, or spongy masses that are light brown to yellowish white.
96
Tannic Acid/Gallotannic Acid/ Tannin uses:
astringent
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Chinese galls Scientific name: Family: other info:
Rhus chinensis Anacardiaceae Melaphis chinensis Pemphigidae
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Example of honhydrolysable tannin: Non-hydrolysable tannin forms: Tannin with phenols: Tannin esterified with glucose:
Catechin Phlobaphenes Hydrolysable tannins Hydrolysable tannins
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2 tannins: Hydrolysable aka: on-hydrolysable aka: Condensed tannin: Different colors in ferric chloride- condensed (____), hydrolysable (____) product of nonhydrolysable tannin: precipitation, parehas dapat mag precipitate:
1. hydrolysable and non hydrolysable 2. Pyrogallol 3. Catechol 4. catechin 5. green; blue 6. Phlobaphene 7. Gelatin test