Separation and NMR studies on lignans of Raulinoa echinata

Phytochem Anal. 2001 Jan-Feb;12(1):64-8. doi: 10.1002/1099-1565(200101/02)12:1<64::AID-PCA562>3.0.CO;2-3.

Abstract

Investigation of the leaves of Raulinoa echinata Cowan (Rutaceae) has led to the isolation of several furofuran (2,6-diaryl-3,7-dioxabicyclo[3.3.0]-octane) lignan derivatives, namely (+)-sesamin, (+)-eudesmin, (+)-methylpiperitol (= kobusin), (+)-piperitol-gamma,gamma-dimethylallylether and the corresponding epi compounds: (+)-asarinin, (+)-epieudesmin, (+)-methylxanthoxylol, (+)-methylpluviatilol, (+)-xanthoxylol-gamma,gamma-dimethylallylether and (+)-pluviatilol-gamma,gamma-dimethylallylether. This is the first report of the chromatographic separation of the epimers (+)-methylxanthoxylol/(+)-methylpluviatilol and (+)-xanthoxylol-gamma,gamma-dimethylallylether/(+)-pluviatilol-gamma,gamma- dimethylallylether and of their NMR nOe difference studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dioxoles / analysis
  • Dioxoles / chemistry
  • Furans / chemistry*
  • Furans / isolation & purification
  • Lignans / analysis
  • Lignans / chemistry*
  • Lignans / isolation & purification*
  • Magnetic Resonance Spectroscopy / methods*
  • Phenols / chemistry*
  • Phenols / isolation & purification
  • Plants / chemistry*

Substances

  • Dioxoles
  • Furans
  • Lignans
  • Phenols
  • methylpluviatilol
  • methylxanthoxylol
  • sesamin