Synthesis, isolation and characterisation of beta-sitosterol and beta-sitosterol oxide derivatives.
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.
McCarthy
Florence O
FO
Department of Chemistry, School of Pharmacy, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland. f.mccarthy@ucc.ie
Chopra
Jay
J
Ford
Alan
A
Hogan
Sean A
SA
Kerry
Joe P
JP
O'Brien
Nora M
NM
Ryan
Eileen
E
Maguire
Anita R
AR
D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D010087:Oxides / Q000138:chemical synthesis / Q000737:chemistry; D012855:Sitosterols / Q000138:chemical synthesis* / Q000737:chemistry
D010087:Oxides; D012855:Sitosterols; C025473:gamma-sitosterol