Polyoxygenated sterols from the South China Sea soft coral Sinularia sp

Mar Drugs. 2012 Jul;10(7):1422-1432. doi: 10.3390/md10071422. Epub 2012 Jun 26.

Abstract

Chemical investigation of the ethanol extract of soft coral Sinularia sp. collected from the South China Sea led to the isolation of three new polyoxygenated sterols, (3S,23R,24S)-ergost-5-ene-3β,23α,25-triol (1), (24S)-ergostane-6-acetate-3β,5α,6β,25-tetraol (2), (24S)-ergostane-6-acetate-3β,6β,12β,25-tetraol (3) together with three known ones (4-6). The structures, including relative configurations of the new compounds (1-3), were elucidated by detailed analysis of spectroscopic data (IR, UV, NMR, MS) and by comparison with related reported compounds. The absolute configuration of 1 was further determined by modified Mosher's method. Compound 5 exhibited moderate cytotoxicity against K562 cell line with an IC(50) value of 3.18 μM, but also displayed strong lethality toward the brine shrimp Artemia salina with a LC(50) value of 0.96 μM.

Keywords: Sinularia sp.; cytotoxicity; polyoxygenated sterols; soft coral.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Artemia
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Magnetic Resonance Spectroscopy
  • Sterols / analysis*
  • Sterols / chemistry
  • Sterols / pharmacology

Substances

  • Sterols