Gram-scale chromatographic purification of beta-sitosterol. Synthesis and characterization of beta-sitosterol oxides.
An effective purification method for beta-sitosterol was developed starting from a commercial source of a phytosterol mixture using preparative adsorption column chromatography. beta-Sitosterol (> or = 95% purity) was obtained on a gram-scale. Thus, the synthesis of six beta-sitosterol oxides, including 7alpha-hydroxy, 7beta-hydroxy, 5,6alpha-epoxy, 5,6beta-epoxy, 7-keto, and 5alpha,6beta-dihydroxysitosterol, were successfully carried out. The spectral characteristics of all the synthetic intermediates and target compounds (approximately 95% purity) were well-documented.
Zhang
Xin
X
Laboratoire de Chimie Analytique et Sciences de l'Aliment (UMR 7512), Faculté de Pharmacie, Université Louis Pasteur, 74 route du Rhin, 67400 Illkirch, France.
Geoffroy
Philippe
P
Miesch
Michel
M
Julien-David
Diane
D
Raul
Francis
F
Aoudé-Werner
Dalal
D
Marchioni
Eric
E
D002845:Chromatography; D010087:Oxides / Q000138:chemical synthesis*; D010840:Phytosterols / Q000302:isolation & purification; D012855:Sitosterols / Q000737:chemistry* / Q000302:isolation & purification*; D013057:Spectrum Analysis
D010087:Oxides; D010840:Phytosterols; D012855:Sitosterols; C025473:gamma-sitosterol