Afzelechin
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Afzelechin is a
flavan-3-ol Flavan-3-ols (sometimes referred to as flavanols) are a subgroup of flavonoids. They are derivatives of flavans that possess a 2-phenyl-3,4-dihydro-2''H''-chromen-3-ol skeleton. Flavan-3-ols are structurally diverse and include a range of compo ...
, a type of flavonoid. It can be found in ''
Bergenia ligulata ''Bergenia ligulata'' (''Paashaanbhed'', ''Prashanbheda'', and other spellings in Ayurveda traditional Indian medicine) is a plant belonging to the family Saxifragaceae and the genus ''Bergenia''. It is plant is sometimes treated as a form of '' ...
'' ( ''Paashaanbhed'' in Ayurveda traditional Indian medicine). It exists as at least 2 major
epimer In stereochemistry, an epimer is one of a pair of diastereomers. The two epimers have opposite configuration at only one stereogenic center out of at least two. All other stereogenic centers in the molecules are the same in each. Epimerization is ...
s (afzelechin and epi-afzelechin).


Metabolism

(2R,3S)-catechin:NADP+ 4-oxidoreductase transforms cis-3,4-leucopelargonidin into afzelechin.


Glycosides

Arthromerin A ( afzelechin-3-O-β-D-xylopyranoside) and arthromerin B ( afzelechin-3-O-β-D-glucopyranoside) are afzelechin glycosides isolated from the roots of the fern '' Arthromeris mairei''. (+)-afzelechin-O-β-4'-D-glucopyranoside can be isolated from the rhizomes of the fern '' Selliguea feei''.


Proanthocyanidins

; dimers Afzelechin-(4alpha→8)-afzelechin (molecular formula : C30H26O10, molar mass : 546.52 g/mol, exact mass : 546.152597, CAS number : 101339-37-1, Pubchem CID : 12395) is a
B type proanthocyanidin B type proanthocyanidins are a specific type of proanthocyanidin, which are a class of flavanoids. They are oligomers of flavan-3-ols. Dimeric B type proanthocyanidins These molecules have the molecular formula C30H26O12 (molar mass : 578.52 g/m ...
.
Ent-epiafzelechin-3-O-p-hydroxybenzoate-(4α→8,2α→O→7)-epiafzelechin) is an
A-type proanthocyanidin A type proanthocyanidins are a specific type of proanthocyanidins, which are a class of flavonoid. Proanthocyanidins fall under a wide range of names in the nutritional and scientific vernacular, including oligomeric proanthocyanidins, flavonoids, ...
found in
apricot An apricot (, ) is a fruit, or the tree that bears the fruit, of several species in the genus ''Prunus''. Usually, an apricot is from the species '' P. armeniaca'', but the fruits of the other species in ''Prunus'' sect. ''Armeniaca'' are also ...
s (''Prunus armeniaca''). ; Trimers
Selligueain A Selligueain A is an A type proanthocyanidin trimer of the propelargonidin type. It can be extracted from the rhizome of the fern '' Selliguea feei'' collected in Indonesia. It has sweetener {{Wiktionary, sweetener A sweetener is a substance ad ...
(epiafzelechin-(4β-8,2β-0-7)-epiafzelechin-(4β-8)-afzelechin) is an
A type proanthocyanidin A type proanthocyanidins are a specific type of proanthocyanidins, which are a class of flavonoid. Proanthocyanidins fall under a wide range of names in the nutritional and scientific vernacular, including oligomeric proanthocyanidins, flavonoids ...
.


References

{{Flavanol Flavanols Resorcinols