Issue 16, 2005

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

Abstract

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

Graphical abstract: Synthesis, isolation and characterisation of β-sitosterol and β-sitosterol oxide derivatives

Supplementary files

Article information

Article type
Paper
Submitted
12 Apr 2005
Accepted
14 Jun 2005
First published
13 Jul 2005

Org. Biomol. Chem., 2005,3, 3059-3065

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

F. O. McCarthy, J. Chopra, A. Ford, S. A. Hogan, J. P. Kerry, N. M. O'Brien, E. Ryan and A. R. Maguire, Org. Biomol. Chem., 2005, 3, 3059 DOI: 10.1039/B505069C

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