Beesiosides A-F, six new cycloartane triterpene glycosides from Beesia calthaefolia

J Nat Prod. 2002 Jan;65(1):42-7. doi: 10.1021/np010293p.

Abstract

Six new cycloartane triterpene glycosides (1-6), beesiosides A-F, were isolated from whole plants of Beesia calthaefolia, and their structures were elucidated on the basis of extensive NMR experiments and chemical methods. Beesiosides A-F were assigned as (20S,24R)-epoxy-9,19-cyclolanostane-3beta,16beta,18,25-tetraol-3-O-beta-D-xylopyranoside (1), (20S,24R)-epoxy-9,19-cyclolanostane-3beta,12beta,16beta,18,25-pentaol-3-O-beta-D-xylopyranoside (2), (20S,24R)-epoxy-9,19-cyclolanostane-3beta,12alpha,16beta,18,25-pentaol-3-O-beta-D-xylopyranoside (3), (20S,24R)-16beta-acetoxy-20,24-epoxy-9,19-cyclolanostane-3beta,12alpha,18,25-tetraol-3-O-beta-D-xylopyranoside (4), (20S,24R)-epoxy-9,19-cyclolanostane-3beta,15alpha,16beta,18,25-pentaol-3-O-beta-D-xylopyranoside (5), and (20S,24R)-16beta-acetoxy-20,24-epoxy-9,19-cyclolanostane-3beta,12beta,25-triol-3-O-beta-D-xylopyranoside (6), respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, Thin Layer
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Hydrolysis
  • Medicine, Chinese Traditional
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Ranunculaceae / chemistry*
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Spectrophotometry, Infrared
  • Stereoisomerism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*

Substances

  • Glycosides
  • Saponins
  • Triterpenes
  • cycloartane