Studies on chemical constituents of Gracilaria verrucosa

Nat Prod Res. 2008 Dec;22(18):1589-96. doi: 10.1080/14786410701838130.

Abstract

A new sterol glucoside, (24R)-5 alpha-stigmast-9-(11)-en-3beta-D-glucopyranoside (1) has been isolated from a methanol extract of the red alga Gracilaria verrucosa, while cholesterol and (Z)-9-hexadecenoic acid (palmitoleic acid) have been isolated from a dichloromethane-acetone extract of the same alga. Additionally, an oily fraction of a dichloromethane-acetone extract has been investigated by gas chromatography/mass spectrometry (GC/MS). The main components in the oily fraction were heneicosanoic acid (49.8%), (Z)-9-octadecenoic acid (15.8%), and 15-tetracosenoic acid (15.6%) in addition to a few hydrocarbons, simple aromatics and a new compound, namely 3,4-dimethyl-5-carboxyclic acid-1-oxacyclopent-3-en-2-one. The structures of the isolated compounds have been elucidated by spectroscopic methods.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • Fatty Acids / chemistry
  • Fatty Acids / isolation & purification
  • Fatty Acids, Monounsaturated / chemistry
  • Fatty Acids, Monounsaturated / isolation & purification
  • Gas Chromatography-Mass Spectrometry
  • Glucosides
  • Gracilaria / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism
  • Stigmasterol / analogs & derivatives

Substances

  • (24R)-5-stigmast-9-(11)-en-3beta-D-glucopyranoside
  • 3,4-dimethyl-5-carboxyclic acid-1-oxacyclopent-3-en-2-one
  • Fatty Acids
  • Fatty Acids, Monounsaturated
  • Glucosides
  • palmitoleic acid
  • Stigmasterol
  • 4-Butyrolactone