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维生素E对映体的色谱分离

Chromatographic Separation of Vitamin E Enantiomers.

作者信息

Fu Ju-Yen, Htar Thet-Thet, De Silva Leanne, Tan Doryn Meam-Yee, Chuah Lay-Hong

机构信息

Nutrition Unit, Product Development and Advisory Services Division, Malaysian Palm Oil Board, 6 Persiaran Institusi, Bandar Baru Bangi, 43000 Kajang, Selangor, Malaysia.

School of Pharmacy, Monash University Malaysia, Bandar Sunway, 47500 Subang Jaya, Selangor, Malaysia.

出版信息

Molecules. 2017 Feb 4;22(2):233. doi: 10.3390/molecules22020233.

Abstract

Vitamin E is recognized as an essential vitamin since its discovery in 1922. Most vegetable oils contain a mixture of tocopherols and tocotrienols in the vitamin E composition. Structurally, tocopherols and tocotrienols share a similar chromanol ring and a side chain at the C-2 position. Owing to the three chiral centers in tocopherols, they can appear as eight different stereoisomers. Plant sources of tocopherol are naturally occurring in the form of while synthetic tocopherols are usually in the form of all-racemic mixture. Similarly, with only one chiral center, natural tocotrienols occur as the -isoform. In this review, we aim to discuss a few chromatographic methods that had been used to separate the stereoisomers of tocopherols and tocotrienols. These methods include high performance liquid chromatography, gas chromatography and combination of both. The review will focus on method development including selection of chiral columns, detection method and choice of elution solvent in the context of separation efficiency, resolution and chiral purity. The applications for separation of enantiomers in vitamin E will also be discussed especially in terms of the distinctive biological potency among the stereoisoforms.

摘要

自1922年被发现以来,维生素E被公认为一种必需维生素。大多数植物油在维生素E成分中含有生育酚和生育三烯酚的混合物。在结构上,生育酚和生育三烯酚具有相似的色满环和C-2位的侧链。由于生育酚中有三个手性中心,它们可以以八种不同的立体异构体形式出现。生育酚的植物来源天然以[此处原文缺失相关内容]形式存在,而合成生育酚通常为全消旋混合物形式。同样,由于只有一个手性中心,天然生育三烯酚以γ-异构体形式存在。在本综述中,我们旨在讨论一些用于分离生育酚和生育三烯酚立体异构体的色谱方法。这些方法包括高效液相色谱法、气相色谱法以及两者的联用。本综述将重点关注方法开发,包括在手性柱选择、检测方法以及洗脱溶剂选择方面,从分离效率、分辨率和手性纯度的角度进行探讨。还将讨论维生素E对映体分离的应用,特别是关于立体异构体之间独特的生物活性方面。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48db/6155869/f6284034df4a/molecules-22-00233-g001.jpg

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