New prostanoids with cytotoxic activity from Taiwanese octocoral Clavularia viridis

J Nat Prod. 2004 Apr;67(4):542-6. doi: 10.1021/np030435a.

Abstract

Bioassay-directed fractionation of the CH(2)Cl(2)-MeOH extract of Clavularia viridis collected in Taiwan has afforded seven new prostanoids, designated as 4-deacetoxyl-12-O-deacetylclavulone I (1), 4-deacetoxyl-12-O-deacetylclavulone II (2), bromovulone II (4), iodovulone II (5), 4-deacetoxyl-12-O-deacetylclavulone III (6), bromovulone III (7), and iodovulone III (8), in addition to seven known prostanoids (clavulones I, II, III, 7-acetoxy-7,8-dihydroiodovulone, chlorovulones II, III, and 4-deacetoxylclavulone II (3, claviridenone E)). The structures of compounds 1-8 were determined on the basis of 1D and 2D NMR techniques including COSY, HSQC, and HMBC experiments. Pharmacological study revealed that bromovulone III (7) and chlorovulone II exhibited the most promising cytotoxicity against human prostate (PC-3) and colon (HT29) cancer cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Colonic Neoplasms
  • Drug Screening Assays, Antitumor
  • Humans
  • Male
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Prostaglandins / chemistry
  • Prostaglandins / isolation & purification*
  • Prostaglandins / pharmacology
  • Prostatic Neoplasms
  • Taiwan
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Prostaglandins