Schicagenins A-C: three cagelike nortriterpenoids from leaves and stems of Schisandra chinensis

Org Lett. 2011 Aug 5;13(15):3848-51. doi: 10.1021/ol201366d. Epub 2011 Jun 29.

Abstract

Schicagenins A-C (1-3), three unprecedented nortriterpenoids characterized with a tetracyclic oxa-cage motif and C(9) side chain, were discovered from the leaves and stems of Schisandra chinensis. Their structures were determined on the basis of extensive spectroscopic analysis, and the absolute stereochemistries were established by single-crystal X-ray diffraction and CD experiments. A plausible biosynthetic pathway of 1-3 was also discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Crystallography, X-Ray
  • Humans
  • Models, Molecular
  • Plant Leaves / chemistry
  • Plant Stems / chemistry*
  • Schisandra / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology

Substances

  • Triterpenes
  • schicagenin A
  • schicagenin B
  • schicagenin C