Thunberol, a new sterol from the Chinese brown alga Sargassum thunbergii

J Asian Nat Prod Res. 2014;16(6):685-9. doi: 10.1080/10286020.2014.924511. Epub 2014 Jun 9.

Abstract

A new sterol, named thunberol (1), along with four known analogs, 24-ethylcholesta-4,24(28)-dien-3-one (2), stigmasta-5,28-dien-3β-ol (3), cholesta-5,14-dien-3β-ol (4), and cholesta-5,23-dien-3β,25-diol (5), were isolated from the brown alga Sargassum thunbergii collected from East China Sea. The structures of these metabolites were elucidated on the basis of detailed spectroscopic analysis and by comparison with the literature data. Thunberol (1) exhibited significant inhibitory activity against protein tyrosine phosphatase 1B, a potential drug target for the treatment of Type-II diabetes and obesity, with an IC50 value of 2.24 μg/ml.

Keywords: Sargassum thunbergii; brown alga; oxygenated steroid; sterol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • China
  • Cholestanones / isolation & purification*
  • Cholestanones / pharmacology
  • Diabetes Mellitus / drug therapy
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Oceans and Seas
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
  • Sargassum / chemistry*
  • Stereoisomerism
  • Sterols / chemistry
  • Sterols / isolation & purification*
  • Sterols / pharmacology

Substances

  • Cholestanones
  • Sterols
  • thunberol
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1