(25S)-cholesten-26-oic acid derivatives from an Indonesian soft coral Minabea sp

Steroids. 2009 Sep;74(9):758-60. doi: 10.1016/j.steroids.2009.04.002. Epub 2009 Apr 16.

Abstract

(25S)-3-Oxocholesta-1,4-dien-26-oic acid (1) and a new (25S)-18-acetoxy-3-oxocholesta-1,4-dien-26-oic acid (2) were isolated from a soft coral Minabea sp. (cf. aldersladei) collected in North Sulawesi, Indonesia, together with two known cholic-acid-type compounds, 3-oxochol-1,4-dien-24-oic acid (3) and 3-oxochol-4-en-24-oic acid (4). The structures of these compounds were determined on the basis of their spectroscopic data. The absolute stereochemistry at C-25 of 2 was determined by comparative (1)H NMR study using chiral anisotropic reagents [(S)- and (R)-phenylglycine methyl esters]. This is the first to report compound 1 as a natural product.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Bacteria / drug effects
  • Cell Line
  • Cell Proliferation / drug effects
  • Cholestenes / chemistry*
  • Cholestenes / isolation & purification*
  • Cholestenes / pharmacology
  • Chromatography, High Pressure Liquid
  • Cricetinae
  • Cricetulus
  • Indonesia
  • Magnetic Resonance Spectroscopy
  • Mice

Substances

  • Cholestenes