New cytotoxic steroids from the Indian Ocean sponge Axinella cf. bidderi

J Nat Prod. 2004 Mar;67(3):491-4. doi: 10.1021/np034021t.

Abstract

Four new sterols have been isolated from the marine sponge Axinella cf. bidderi, 17alpha-hydroxy-22,23-epoxy-24-methylcholest-5-en-3beta-ol (1) and 17alpha-hydroxy-22,23-epoxycholest-5-en-3beta-ol (2), together with 3 and 4, which possess respectively the cholestene and the cholestane skeleton with a cyclic enol ether linkage between C-18 and C-22. The structures were elucidated using spectroscopic data. The in vitro activity was evaluated against prostate, ovary, pancreas, colon, and lung cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Cholestenes / chemistry
  • Cholestenes / isolation & purification*
  • Cholestenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Indian Ocean
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Stereoisomerism
  • Tumor Cells, Cultured

Substances

  • 17alpha-hydroxy-22,23-epoxy-24-methylcholest-5-en-3beta-ol
  • 17alpha-hydroxy-22,23-epoxycholest-5-en-3beta-ol
  • Antineoplastic Agents
  • Cholestenes