[The structure and absolute configuration of isorupestonic acid from Artemisia rupestris L]

Yao Xue Xue Bao. 1991;26(7):505-9.
[Article in Chinese]

Abstract

A new sesquiterpene compound named isorupestonic acid was isolated from Artemisia rupestris and its absolute stereostructure was elucidated as 3B by spectral and X-ray crystallographic methods. Interestingly, the isorupestonic acid is based upon an unusual 6, 7 membered ring skeleton differing from the 5, 7 membered ring rupestonic acid although both have the same absolute configuration at C-1. The biogenesis of isorupestonic acid most likely involves breaking the C4-C5 bond of rupestonic skeleton and forming the C5-C14 bond. The absolute configuration of rupestonic acid was also determined as 4C by X-ray analysis and CD data.

Publication types

  • English Abstract

MeSH terms

  • Azulenes
  • Drugs, Chinese Herbal / chemistry*
  • Molecular Conformation
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification

Substances

  • Azulenes
  • Drugs, Chinese Herbal
  • Sesquiterpenes
  • rupestonic acid
  • isorupestonic acid