Identification of ellagic acid derivatives in methanolic extracts from Qualea species

Z Naturforsch C J Biosci. 2008 Nov-Dec;63(11-12):794-800. doi: 10.1515/znc-2008-11-1203.

Abstract

The methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3'-di-O-methylellagic acid-4-O-beta-D-glucopyranoside (1), 3-O-methylellagic acid-4'-O-alpha-L-rhamnopyranoside (2), 3,3',4-tri-O-methylellagic acid-4'-O-beta-D-glucopyranoside (3), and 3,3'-di-O-methylellagic acid (4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography. The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-alpha necrose factor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Survival / drug effects
  • Chromatography, High Pressure Liquid
  • Ellagic Acid / isolation & purification*
  • Ellagic Acid / pharmacology
  • Lipopolysaccharides / pharmacology
  • Macrophages / cytology
  • Macrophages / drug effects
  • Macrophages / physiology
  • Magnetic Resonance Spectroscopy
  • Magnoliopsida / chemistry*
  • Methanol
  • Mice
  • Nitric Oxide / metabolism
  • Plant Extracts / isolation & purification*
  • Thioglycolates / isolation & purification
  • Thioglycolates / pharmacology
  • Tumor Necrosis Factor-alpha / metabolism

Substances

  • Lipopolysaccharides
  • Plant Extracts
  • Thioglycolates
  • Tumor Necrosis Factor-alpha
  • Ellagic Acid
  • Nitric Oxide
  • Methanol