Chantriolides A and B, two new withanolide glucosides from the rhizomes of Tacca chantrieri

J Nat Prod. 2003 Jun;66(6):876-8. doi: 10.1021/np0206099.

Abstract

Two new withanolide glucosides, chantriolides A (1) and B (2), were isolated from the rhizomes of Tacca chantrieri. Their structures were determined on the basis of extensive spectroscopic studies and by acid hydrolysis as (22R)-1alpha,12alpha-diacetoxy-2alpha,3alpha;6alpha,7alpha-diepoxy-27-[(beta-d-glucopyranosyl)oxy]-5alpha-hydroxy-16-oxowith-24-enolide (1) and (22R)-1alpha,12alpha-diacetoxy-2alpha,3alpha;6alpha,7alpha-diepoxy-27-[(beta-d-glucopyranosyl)oxy]-5alpha,16beta-dihydroxywith-24-enolide (2), respectively. It is notable that withanolides, which have been almost exclusively isolated from plants of the family Solanaceae to date, have been found in a species in the family Taccaceae in the present study.

MeSH terms

  • Dioscoreaceae / chemistry*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Hydrolysis
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Rhizome / chemistry
  • Solanaceae / chemistry
  • Stereoisomerism
  • Steroids / chemistry
  • Steroids / isolation & purification*

Substances

  • Drugs, Chinese Herbal
  • Glucosides
  • Steroids
  • chantriolide A
  • chantriolide B