The first natural 2,3-cis-dihydroflavonol and rationalisation of the biogenesis of 2,3-cis-proanthocyanidins

Abstract

(-)-2,3-cis-3,3′,4′,7,8-Pentahydroxyflavanone isolated from Acacia melanoxylon represents the first example of a natural dihydroflavonol with the 2,3-cis-configuration and its identification enables a more satisfactory rationalisation to be made of the biogenesis of proanthocyanidins with the 2,3-cis-monomeric units.