Phenolic glucosides from Flacourtia indica

Nat Prod Commun. 2009 Mar;4(3):381-4.

Abstract

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).

MeSH terms

  • Biphenyl Compounds
  • Glucosides / analysis*
  • Glucosides / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phenols / analysis*
  • Phenols / isolation & purification*
  • Picrates
  • Salicaceae / chemistry*

Substances

  • Biphenyl Compounds
  • Glucosides
  • Phenols
  • Picrates
  • 1,1-diphenyl-2-picrylhydrazyl