Enantiomeric determination of four diastereoisomeric oxyneolignans from Bambusa tuldoides Munro

Phytochem Anal. 2015 Jan-Feb;26(1):54-60. doi: 10.1002/pca.2536. Epub 2014 Sep 4.

Abstract

Introduction: Bambusa tuldoides Munro, a bamboo species, is used as a health food, dietary supplement and folk medicine in China, and produces lignans that can be used to supplement other natural sources.

Objective: To simultaneously separate eight stereoisomers of a particular type of oxyneolignan by chiral chromatography.

Methods: Ninety-five per cent ethanol extracts of B. tuldoides Munro were analysed using HPLC/UV with a chiral column. The structures and configurations of isolated compounds were elucidated using NMR and circular dichroism (CD).

Results: Four diastereoisomers were characterised and given the names oxyneolignans A, B, C and D. Furthermore, each oxyneolignan occurred as a pair of enantiomers. The oxyneolignans A-D consisted of the erythro-diastereoisomer of oxyneolignan at C7 and C8.

Conclusion: The chiral chromatography combined with the analysis techniques of NMR and CD reported here were reliable methods for discovering and separating the enantiomers.

Keywords: NMR; bamboo; circular dichroism; enantiomers; oxyneolignan.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bambusa / chemistry*
  • Chromatography, High Pressure Liquid
  • Circular Dichroism
  • Ethanol
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Medicine, Chinese Traditional
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification*
  • Stereoisomerism

Substances

  • Lignans
  • Plant Extracts
  • Ethanol