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β-谷甾醇及其氧化物衍生物的合成、分离与表征

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

作者信息

McCarthy Florence O, Chopra Jay, Ford Alan, Hogan Sean A, Kerry Joe P, O'Brien Nora M, Ryan Eileen, Maguire Anita R

机构信息

Department of Chemistry, School of Pharmacy, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland.

出版信息

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

DOI:10.1039/b505069c
PMID:16186940
Abstract

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.

摘要

β-谷甾醇是最普遍的植物胆固醇衍生物(植物甾醇),可经历与胆固醇类似的氧化过程,生成β-谷甾醇氧化物。植物甾醇氧化物的生物学影响仅在植物甾醇混合物(通常包含β-谷甾醇、菜油甾醇、豆甾醇和二氢油菜甾醇)中进行过评估。包括β-谷甾醇在内的纯植物甾醇的缺乏,阻碍了获取关于单个β-谷甾醇氧化物的大量毒性数据。本文描述了一种高效合成多克量纯β-谷甾醇的路线,以及纯β-谷甾醇氧化物的首次合成和表征。

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