cis-clerodane diterpenes from the liverwort Scapania ciliata

Chem Biodivers. 2013 Sep;10(9):1606-12. doi: 10.1002/cbdv.201200433.

Abstract

Chemical investigation of the Chinese liverwort Scapania ciliata led to the isolation of four new cis-clerodane lactones, named ciliatolides A-D (1-4, resp.), among which compound 1 was found to be a tetranorclerodanoid. Their structures were determined by extensive analysis of spectroscopic data, and, in the case of compound 1, together with a single-crystal X-ray diffraction analysis. The absolute configurations were established by analysis of the CD spectra and by quantum-chemical CD calculations. The cytotoxicities of compounds 1-4 were preliminarily tested against the PC3 and MCF-7 cell lines.

Keywords: Clerodane; Cytotoxic activity; Diterpenoids; Liverworts; Scapania ciliata.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Circular Dichroism
  • Crystallography, X-Ray
  • Diterpenes, Clerodane / chemistry*
  • Diterpenes, Clerodane / isolation & purification
  • Diterpenes, Clerodane / toxicity
  • Hepatophyta / chemistry*
  • Hepatophyta / metabolism
  • Humans
  • Isomerism
  • MCF-7 Cells
  • Molecular Conformation

Substances

  • Diterpenes, Clerodane