Tannins Flashcards

(38 cards)

1
Q

What are plant phenols , where are they derived from and BIOSYNTHESIZED

A

Aromatic ring bearing a hydroxyl group.
Derived from aromatic amino acids, such as tyrosin
biosynthesized via Shikimic acid pathway/ Phenylpropanoid pathway

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

Egs of phenols

A

Simple phenolics( phenolic and coumarins) ,flavonoids ,quinones, lignins and tannins

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

What are the two polyphenols

A

tannins and flavonoids

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

The two definitions or tannins

A
  1. Tannins are high molecular weight, poly-hydroxy phenolic compounds capable of forming strong complexes with proteins and other macromolecules.
  2. They are condensation products of Gallic acid or Flavan-3-ol as well as their glycosides.
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

Are tannins non nitrogenous

A

Yes

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

Where are tannins distributed

A

distributed in many angiosperms and gymnosperms usually located in the leaf, seed, root, bud, wood and stem

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

What tissues do tannins help grow

A

secondary phloem and xylem and in between the cortex and epidermis.

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

What are the four physiological roles of tannins to plants

A
  • They exert inhibitory effect on many enzymes due to protein precipitation and hence may contribute a protective function in barks and heartwoods.
  • They play an important role in the mechanism of hydrogen transfer in plant cells due to their high affinity for oxygen.
  • Act as deterring agents active against predators
  • Barrier to microorganisms
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

What are the dietary sources of tannins

A

Wine

Fruits: strawberries, blue berries, nuts e.g. almond, walnuts; herbs and spices e.g. Clove, vanilla, cinnamon cumin

Tea

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

What causes dry puckery aftertaste after taking unripe fruit wine or tea

A

The astringency from the tannins (drawing of residual proteins from tongue and mouth).

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

What are the four PHYSICAL properties of tannins

A

–Astringent- react with protein of mucous membrane and cause precipitation

–Non-crystalline/ powdery

–Solubility- water, alcohol, dilute alkalis, glycerols and acetone, sparingly soluble in other organic solvents

–Generally dark yellow to reddish brown in colour

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

What compounds do tannins precipitate with

A
  • Heavy metals- e.g. Lead
  • Alkaloidal salts
  • Proteins e.g. gelatin( 1% solution)
  • Glycosides
How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

What substance does tannin form colored reactions with

A

Iron Salts

Eg; FeCl3

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

Reaction of tannins with ammonia/potassium ferricyanide produces ?

A

Deep red color

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

What propety does accumulation give tannins

A

Anti oxidizing properties

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

How are tannins detected quantitavely and qualitatively

A

Gold beaters test

Standard hide powder

17
Q

What are true tannins

A

High molecular weight ploy-phenolic compounds which test positive for gold beaters test

18
Q

What are pseudorannins

A

Low molecular weight which don’t respond to goldbeater’s test

19
Q

What is the molecular weight range of true tannins

20
Q

When do pseudotannis precipitate gelatin and retain hide powder

A

In high concentrations

21
Q

Examples of pseudtannins

A

Gallic acid- rhubarb

Salicylic acid

Catechin- acacia cutch, cocoa, many Australian kinos, guarana, catechu

Phloroglucinol

Chlorogenic acid- mate, coffee(unroasted) Num vomica ( small quantities)

22
Q

On what bases are true tannins described

A

Based on type of phenolic nuclei, linkages present and dry distillation products

23
Q

true tannins are classified as:

A

Hydrolysable tannins

  1. Condensed tannins
    * **Complex tannins
24
Q

What hydrolyses hydrolysable tannins

A

Enzyme tannase

Acids

25
What are the precursors if hydrolysabke tannins
Phenolic acid Gallic , ellagic acid and hexahydroxydiphenic acid Glucose residue
26
Compound with monicyclic units linked by esters
Depside
27
the depside of Hexahydroxydiphenic acid) which arises by lactonization during chemical hydrolysis of the tannin.
Ellagic acid
28
What are the two types of hydrolysable tannins and their differences
gallotannins (composed of gallic acid units) and ellagitannins (composed of hexahydroxydiphenic acid units)
29
Differences btn gallotannins (and ellagitannins
Gallitannins Upon acid hydrolysis of Gallitannins, Gallic acid is produced •Rapidly soluble in water •Free Gallic acid in plant is converted to gluco-gallitannins •the galloyl groups in gallotannins are linked by depside bonds. Ellagic •the galloyl groups are linked through C-C bonds Upon acid hydrolysis of Ellagitannins yields ellagic acid. * Slowly soluble in water * Present in plants in open and ring forms as Hexa hydroxyl diphenic acid
30
Hydrolysable tannin + iron salts will give?
Blue fluorescence
31
derivatives of the flavonols: catechin and flavonol-3-4-diol
Condensed tannins
32
What are the other names for condensed tannins
non-hydrolysable tannins, pro-anthocyanidins, catechol type tannins.
33
Do condensed tannins have sugar residue | Are they susceptible to enzymes or acids cleavage
No No
34
What happens when condensed tannins are treated with enzymes What do they yield on dry distillation
converted to red insoluble compounds known as phlobaphenes. On dry distillation they yield catechol and are sometimes called catechol tannins.
35
What is is responsible for the colours observed in many flowers, leaves, fruits juices and wines.
Anthocyanide pigments
36
What are proanthocyanides
derived from the acid-catalyzed oxidation reaction of CTs (heating PAs in acidic alcohol solutions) to produce red anthocyanidins.
37
Sources of condensed tannins
Barks: cinnamon, wild cherry, cinchona, willow, acacia, hamamelis (2) Roots and rhizomes: krameria (rhatany) and male fern (3) Flowers: lime and hawthorn (4) Seeds: cocoa, kola and areca (5) Fruits: cranberries, grapes (red wines) (6) Leaves: hamamelis, tea, (7) Extracts and dried juices: catechu, acacia and mangrove, eucalyptus.
38
group of tannins that are biosynthesized from both hydrolysable tannin (mostly a C-glucoside ellagitannin) and condensed tannin.
Complex tannins | Eg. Flavano-ellagitannin