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以化学键合β-环糊精为固定相的整体硅胶柱用于手性药物对映体的分离。

Monolithic silica columns with chemically bonded beta-cyclodextrin as a stationary phase for enantiomer separations of chiral pharmaceuticals.

作者信息

Lubda D, Cabrera K, Nakanishi K, Lindner W

机构信息

Merck KGaA, Frankfurter Str. 250, 64293, Darmstadt, Germany.

出版信息

Anal Bioanal Chem. 2003 Nov;377(5):892-901. doi: 10.1007/s00216-003-2181-x. Epub 2003 Sep 10.

Abstract

An enantioselective silica rod type chiral stationary phase (CSP) is presented; a novel combination of the well known enantiomer separation properties of beta-cyclodextrin and the unique properties concerning the flow behavior of silica monoliths. Two different synthesis routes are described, and it was found that the in situ modification of a plain silica rod column turned out to be the best. The chromatographic behaviour of the beta-cyclodextrin silica rod was studied and compared with a very similar commercially available beta-cyclodextrin bonded particulate material (ChiraDex). Even if the amount of beta-cyclodextrin bound to the silica rod was only about half of the amount of beta-cyclodextrin bound to ChiraDex) particles, good resolutions were achieved for a set of chiral test components like Chromakalin, Prominal, Oxazepam, Methadone and some other drugs. By taking advantage of the unique features of the silica rods relating to their flat H/u (Van Deemter) curves, fast enantiomer separations could be demonstrated.

摘要

本文介绍了一种对映体选择性硅胶棒型手性固定相(CSP);它是β-环糊精众所周知的对映体分离特性与硅胶整体柱独特流动行为特性的新颖结合。文中描述了两种不同的合成路线,结果发现对普通硅胶棒柱进行原位改性效果最佳。研究了β-环糊精硅胶棒的色谱行为,并与一种非常相似的市售β-环糊精键合颗粒材料(ChiraDex)进行了比较。即使结合到硅胶棒上的β-环糊精量仅约为结合到ChiraDex颗粒上的β-环糊精量的一半,但对于一组手性测试成分,如色卡林、普罗米那、奥沙西泮、美沙酮和其他一些药物,仍实现了良好的分离度。利用硅胶棒与平坦的H/u(范德姆特)曲线相关的独特特性,证明了可以实现快速对映体分离。

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