Hirsutosterols A-G, polyoxygenated steroids from a Formosan soft coral Cladiella hirsuta

Org Biomol Chem. 2011 May 7;9(9):3272-8. doi: 10.1039/c1ob05106g. Epub 2011 Mar 24.

Abstract

Seven new polyoxygenated steroids, hirsutosterols A-G (1-7), were isolated from the Formosan soft coral Cladiella hirsuta. Their structures were elucidated by spectroscopic methods, particularly in 1D and 2D NMR experiments. The absolute configurations of 1 and 5 were determined by Mosher's method. Sterols 4-6 possess hydroxy groups at C-9 and C-11 and might be oxidatively cleaved to the corresponding 9,11-secosterols. Hirsutosterol A (1) was found to exhibit a stronger cytotoxicity against a limited panel of cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Hydroxylation
  • Isomerism
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Oxygen / chemistry*
  • Steroids / chemistry*
  • Steroids / isolation & purification
  • Steroids / pharmacology
  • Structure-Activity Relationship

Substances

  • Steroids
  • Oxygen