Bioactive compounds from the seeds of Punica granatum (pomegranate)

J Nat Prod. 2004 Dec;67(12):2096-8. doi: 10.1021/np0498051.

Abstract

Two new compounds, coniferyl 9-O-[beta-D-apiofuranosyl(1-->6)]-O-beta-D-glucopyranoside (1) and sinapyl 9-O-[beta-d-apiofuranosyl(1-->6)]-O-beta-D-glucopyranoside (2), were isolated from the seeds of Punica granatum (pomegranate), together with five known compounds, 3,3'-di-O-methylellagic acid (3), 3,3',4'-tri-O-methylellagic acid (4), phenethyl rutinoside, icariside D1, and daucosterol. The structures of 1 and 2 were elucidated by spectroscopic data analysis. Compounds 1-4 exhibited antioxidant activity, which was evaluated by measurement of low-density lipoprotein (LDL) susceptibility to oxidation and by determination in vitro of malondialdehyde (MDA) levels in the rat brain.

MeSH terms

  • Animals
  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Brain
  • China
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • Lipoproteins, LDL / analysis*
  • Lythraceae / chemistry*
  • Malondialdehyde / analysis
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oxidation-Reduction
  • Plants, Medicinal / chemistry*
  • Rats
  • Seeds / chemistry
  • Stereoisomerism

Substances

  • Antioxidants
  • Glucosides
  • Lipoproteins, LDL
  • coniferyl 9-O-(beta-D-apiofuranosyl(1-6))-O-beta-D-glucopyranoside
  • sinapyl 9-O-(beta-D-apiofuranosyl(1-6))-O-beta-D-glucopyranoside
  • Malondialdehyde