Sterols from a soft coral, Dendronephthya gigantea as farnesoid X-activated receptor antagonists

Steroids. 2012 Apr;77(5):355-9. doi: 10.1016/j.steroids.2011.12.027. Epub 2012 Jan 12.

Abstract

Three new steroids 3-oxocholest-1,22-dien-12β-ol (1), 3-oxocholest-1,4-dien-20β-ol (2), 3-oxocholest-1,4-dien-12β-ol (3), and three known steroids (20S)-20-Hydroxyergosta-1,4,24(28)-trien-3-one (4) [7a], 5α,8α-Epidioxycholesta-6,22-dien-3β-ol (5) [10] and 5-cholestene-3β,12β-diol (6) [11] were isolated from a soft coral Dendronephthya gigantea. Their chemical structures and relative stereochemistry were elucidated by the analysis of HRMS and 2-D NMR spectroscopic data. The steroids 1 and 2 showed notable inhibitory activity against farnesoid X-activated receptor (FXR) with IC(50)'s 14 and 15μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Cell Line
  • Cell Survival / drug effects
  • Cholesterol / analogs & derivatives
  • Cholesterol / chemistry
  • Cholesterol / pharmacology
  • Dose-Response Relationship, Drug
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Receptors, Cytoplasmic and Nuclear / antagonists & inhibitors*
  • Receptors, Cytoplasmic and Nuclear / genetics
  • Receptors, Cytoplasmic and Nuclear / metabolism
  • Sterols / chemistry
  • Sterols / isolation & purification*
  • Sterols / pharmacology*
  • Transfection

Substances

  • 3-oxocholest-1,22-dien-12beta-ol
  • Receptors, Cytoplasmic and Nuclear
  • Sterols
  • farnesoid X-activated receptor
  • Cholesterol