Afzelechin is a flavan-3-ol, a type of flavonoid. It can be found in Bergenia ligulata (a.k.a. paashaanbhed in Ayurveda traditional Indian medicine).[1] It exists as at least two major epimers (afzelechin and epiafzelechin).
Metabolism
(2R,3S)-Catechin:NADP+ 4-oxidoreductase transforms cis-3,4-leucopelargonidin into afzelechin.[2]
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.[3] (+)-Afzelechin-O-β-4′-D-glucopyranoside can be isolated from the rhizomes of the fern Selliguea feei.[4]
Proanthocyanidins
Dimers
Afzelechin-(4α→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.[citation needed]
ent-Epiafzelechin-3-O-p-hydroxybenzoate-(4α→8,2α→O→7)-epiafzelechin is an A-type proanthocyanidin found in apricots (Prunus armeniaca).[5]
Trimers
Selligueain A (epiafzelechin-(4β→8,2β→O→7)-epiafzelechin-(4β→8)-afzelechin) is an A type proanthocyanidin.[citation needed]
References
- ^ Chandra Reddy UD, Chawla AS, Deepak M, Singh D, Handa SS (January 1999). "High pressure liquid chromatographic determination of bergenin and (+)-afzelechin from different parts of Paashaanbhed (Bergenia ligulata yeo)". Phytochemical analysis. 10 (1): 44–47. doi:10.1002/(SICI)1099-1565(199901/02)10:1<44::AID-PCA424>3.0.CO;2-4.
- ^ (2R,3S)-catechin:NADP+ 4-oxidoreductase on nashua.case.edu[permanent dead link ]
- ^ Yu W, Li H, Chen X, Yang L (December 1992). "Two afzelechin glycosides from Arthromeris mairei". Phytochemistry. 31 (12): 4385–4386. doi:10.1016/0031-9422(92)80488-Z. INIST 4682275
- ^ Baek N, Kennelly EJ, Kardono LB, Tsauri S, Padmawinata K, Soejarto DD, Kinghorn AD (May 1994). "Flavonoids and a proanthrocyanidin from rhizomes of Selliguea feei". Phytochemistry. 36 (2): 513–518. doi:10.1016/S0031-9422(00)97105-X. INIST 3300075
- ^ Prasad D, Joshi RK, Pant G, Rawat MS, Inoue K, Shingu T, He ZD (August 1998). "An A-type proanthocyanidin from Prunus armeniaca". Journal of Natural Products. 61 (9): 1123–1125. doi:10.1021/np970383n. PMID 9748379.
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