Phenolic glucosides from Flacourtia indica.

A new phenolic glucoside, (rel)-2-(4',6' -dibenzoyl-beta-glucopyranosyloxy)-7-(1alpha-hydroxy-2alpha-ethoxy-6alpha-acetyloxy-3-oxocyclohex-4-enoyl)-benzyl alcohol (Flacourticin) (1) and the known, 2-(4',6'-dibenzoyl-beta-glucopyranosyl)-5-hydroxy benzyl alcohol (4'-benzoylpoliothrysoside) (2) together with the new, (2E)-heptyl-3-(3,4-dihydroxyphenyl) acrylate (3), (+)-catechin (4) and sitosterol-beta-D-glucoside were isolated from Flacourtia indica. Their structures were assigned on the basis of 1D, 2D-NMR and as well by analysis of the LC-ESIMS data. The isolated compounds (1-4) were evaluated for alpha,alpha-diphenyl-beta-picrylhydrazyl (DPPH) radical scavenging activity, and 3 was found to be two-fold less potent, with an IC50 = 12.01 microg/mL, compared to the positive control, Rutin, (IC50 = 5.83 microg/mL).