Cerebrosides and a monoacylmonogalactosylglycerol from Clinacanthus nutans

Chem Pharm Bull (Tokyo). 2004 Jan;52(1):27-32. doi: 10.1248/cpb.52.27.

Abstract

A mixture of nine cerebrosides and a monoacylmonogalactosylglycerol were separated from the leaves of Clinacanthus nutans. The structures of the cerebrosides were characterized as 1-O-beta-D-glucosides of phytosphingosines, which comprised a common long-chain base, (2S,3S,4R,8Z)-2-amino-8(Z)-octadecene-1,3,4-triol with nine 2-hydroxy fatty acids of varying chain lengths (C(16), C(18), C(20-26)) linked to the amino group. The glycosylglyceride was characterized as (2S)-1-O-linolenoyl-3-O-beta-D-galactopyranosylglycerol. The structures were established on the basis of the spectroscopic data and chemical reactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acanthaceae / chemistry*
  • Acetylation
  • Anti-Inflammatory Agents / pharmacology
  • Cerebrosides / chemistry*
  • Cyclooxygenase Inhibitors / pharmacology
  • Disulfides
  • Fibroblasts / drug effects
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Plant Extracts / analysis
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared

Substances

  • Anti-Inflammatory Agents
  • Cerebrosides
  • Cyclooxygenase Inhibitors
  • Disulfides
  • Plant Extracts
  • dimethyl disulfide