Synthesis, isolation and characterisation of beta-sitosterol and beta-sitosterol oxide derivatives

Org Biomol Chem. 2005 Aug 21;3(16):3059-65. doi: 10.1039/b505069c. Epub 2005 Jul 13.


Beta-sitosterol is the most prevalent plant cholesterol derivative (phytosterol) and can undergo similar oxidation to cholesterol, leading to beta-sitosterol oxides. The biological impact of phytosterol oxides has only been evaluated in a phytosterol blend (usually of beta-sitosterol, campesterol, stigmasterol and dihydrobrassicasterol). The lack of pure phytosterols, including beta-sitosterol, hinders the collection of significant toxicity data on the individual beta-sitosterol oxides. An efficient synthetic route to multi-gram quantities of pure beta-sitosterol is described here, together with the first syntheses and characterisation of pure beta-sitosterol oxides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Gas Chromatography-Mass Spectrometry
  • Magnetic Resonance Spectroscopy
  • Oxides / chemical synthesis
  • Oxides / chemistry
  • Sitosterols / chemical synthesis*
  • Sitosterols / chemistry


  • Oxides
  • Sitosterols
  • gamma-sitosterol