Abstract
From the ethyl acetate soluble fraction of an acetone–water extract of the twig tips of Myrothamnus flabellifolia Welw. (Myrothamnaceae), a variety of flavan-3-ols (epicatechin, epigallocatechin and their 3-O-galloylated analogues) and procyanidins (DP ≤ 3) were isolated and identified for the first time: Procyanidin B3 [catechin-(4α → 8)-catechin], B4 [catechin-(4α → 8)-epicatechin], B6 [catechin-(4α → 6)-catechin] and catechin-(4α → 8)-epigallocatechin along with the galloylated analogues B4-3′-O-gallate, procyanidin B2-3′-O-gallate [epicatechin-(4β → 8)-epicatechin-3-O-gallate], B2-3,3′-di-O-gallate, procyanidin B5-3,3′-O-gallate [epicatechin-3-O-gallate-(4β → 6)-epicatechin-3-O-gallate], catechin-(4α → 8)-epigallocatechin-3-O-gallate, the trimer procyanidin C1-3″-O-gallate[epicatechin-(4β → 8)-epicatechin-(4β → 8)-epicatechin-3-O-gallate] and the new epicatechin-3-O-gallate-(4β → 6)-epicatechin-3-O-p-hydroxybenzoate. The structures were elucidated by 1D- and 2D-NMR experiments of their peracetylated derivatives, partial acid-catalysed degradation with phloroglucinol, ESI-MS and CD spectra.
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