5alpha,8alpha-Epidioxysterols from the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum: isolation and evaluation of their antiproliferative activity

Steroids. 2009 Jan;74(1):73-80. doi: 10.1016/j.steroids.2008.09.007. Epub 2008 Sep 21.

Abstract

Three new (1, 4, 9) and nine previously reported (2, 3, 5-8, 10-12) 5alpha,8alpha-epidioxysterols were isolated from the organic extracts of the gorgonian Eunicella cavolini and the ascidian Trididemnum inarmatum. The structures and relative configurations of 1-12 were established on the basis of detailed NMR spectroscopic analyses and comparison with the literature. The growth inhibitory effects of 1-12 were evaluated against MCF-7 human breast cancer cells. Compound 1, bearing a cyclopropyl moiety in the side chain, exhibited the highest antiproliferative activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Cholesterol Esters / chemistry
  • Cholesterol Esters / isolation & purification*
  • Cholesterol Esters / pharmacology*
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Urochordata / chemistry*

Substances

  • Cholesterol Esters
  • epidioxysterol