PHYLLOFLAVAN, A CHARACTERISTIC CONSTITUENT OF PHYLLOCLADUS SPECIES

Article abstract of DOI:10.1016/S0031-9422(00)81052-3

Key Word Index - Phyllocladus alpinus; Podocarpaceae; catechin; epicatechin; phylloflavan; epimerization; configuration.Abstract - Selective visulaization of 2D TLC of extracts of Phyllocladus species with vanillin-hydrochloric acid showed a characteristic pattern of constituents attributable to catechin, epicatechin and phylloflavan, a new flavanoid compound.Optical rotation measurements showed that while catechin and epicatechin are of the normal type with the 2R configurations, the flavan moiety in phylloflavan is of the opposite 2S configuration.Spectroscopic data of the new compound and its hydrolysis products showed phylloflavan to be ent-epicatechin-3-δ-(3,4-dihydroxyphenyl)-β-hydroxypentanoate.