Procyanidin dimers and trimers from grape seeds
1991
Ricardo da Silva, J.M. | Rigaud, J. | Cheynier, V. | Cheminat, A. | Moutounet, M.
Fractionation of a grape (Vitis vinifera) seed extract yielded various natural procyanidin dimers and trimers isolated and identified for the first time in grapes: procyanidin dimers B5 [epicatechin-(4 beta leads to 6)-epicatechin], B6 [catechin-(4 alpha leads to 6)-catechin] and B8 catechin-(4 alpha leads to 6)-epicatechin]; four procyanidin trimers [epicatechin-4 beta leads to 6)-epicatechin-(4 beta leads to 8)-epicatechin], [epicatechin-(4 beta leads to 8)-epicatechin-(4 beta leads to 6)-catechin], [epicatechin-(4 beta leads to 8)-epicatechin-(4 beta leads to 6)-epicatechin], [epicatechin-(4 beta leads to 6)-epicatechin-(4 beta leads to 8)-catechin] along with five galloyl procyanidins: B2 3-O-gailate, B1 3-O-gailate, B4 3'-O-gailate, B2 3,3'-di-O-gatiate and [epicatechin-(4 beta leads to 8)-epicatechin 3-O-gailate-(4 beta leads to 8)-catechin]. The presence of (+)-catechin, (-)-epicatechin, (-)-epicatechin 3-O-gailate, procyanidins dimers B1, B2, B3, B4, B7, B2 3'-O-gallate and procyanidin trimers C1 and [epicatechin-(4 beta leads to 8)-epicatechin-(4 beta leads to 8)-catechin] was also confirmed. The structures of all these compounds were elucidated by enzymatic hydrolysis, complete acid hydrolysis, partial acid-catalysed degradation with phloroglucinol and phenylmethanethiol, FABMS and 1H NMR. Separation of procyanidins and of their phloroglucinol or phenylmethanethiol adducts was achieved by TLC on silica plates and HPLC.
اظهر المزيد [+] اقل [-]الكلمات المفتاحية الخاصة بالمكنز الزراعي (أجروفوك)
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