9,11-Secosterols from the soft corals Sinularia lochmodes and Sinularia leptoclados

J Nat Prod. 2006 May;69(5):850-2. doi: 10.1021/np060031t.

Abstract

Chemical investigations on the EtOAc-soluble fractions from the EtOH extract of two Formosan soft corals afforded two new 9,11-secosteroids, 3beta,11-dihydroxy-5beta,6beta-epoxy-24-methylene-9,11-secocholestan-9-one (1) and 3beta,11-dihydroxy-24-methylene-9,11-secocholestan-9-one (2), from Sinularia lochmodes and Sinularia leptoclados, respectively, along with two known analogues (3 and 4) from S. leptoclados. The structures of the new metabolites were elucidated on the basis of extensive spectroscopic analysis and by comparison of their NMR data with those of the known compound 3. The cytotoxicity of 2-4 toward a limited panel of cancer cell lines is also reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Cholestanes / chemistry
  • Cholestanes / isolation & purification*
  • Cholestanes / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sterols / chemistry
  • Sterols / isolation & purification*
  • Sterols / pharmacology
  • Tumor Cells, Cultured

Substances

  • 3beta,11-dihydroxy-24-methylene-9,11-secocholestan-9-one
  • 3beta,11-dihydroxy-5beta,6beta-epoxy-24-methylene-9,11-secocholestan-9-one
  • Antineoplastic Agents
  • Cholestanes
  • Sterols