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[万古霉素手性固定相的制备及外消旋体分离研究]

[Preparation of vancomycin chiral stationary phase and study of racemate separation].

作者信息

Meng Xiaorong, Shi Ling, Zhou Huafeng, Hou Jingguo

机构信息

College of Science, Xi'an University of Architecture & Technology, Xi'an 710055, China.

出版信息

Se Pu. 2005 May;23(3):247-50.

PMID:16124565
Abstract

By adopting the bifunctional group reagent methylene-di-paraphenylene iso-cyanate (MDI), a ring antibiotic chiral stationary phase (CSP) was prepared in non-aqueous dimethylfomamide (DMF) with vancomycin which is a macrocyclic glycopeptide antibiotics bonded on gamma-amidopropyl silica gel. It was used in the chiral separation in high performance liquid chromatography. The results showed that vancomycin CSP synthesized in this way can be well used in enantiomer separation of the chiral compounds in normal and reversed-phase. It can be confirmed that the separation capability in reversed-phase is better than that in normal phase. Seventeen pairs of enantiomers were separated in reversed-phase mode, and the results showed a wide range of application. The phosphorus buffer system was better than the triethylamineacetic acid buffer system. The resolution of some chiral drugs such as D,L-dansyl amino acid has certain rule, and provides information about absolute configuration. The aging or denaturalization can not happen in the CSP when phase system was transformed, so it has some stability. The mechanism of the separation was analyzed and found to be the same as that of Armstrong.

摘要

通过采用双功能基团试剂亚甲基二对苯异氰酸酯(MDI),在非水二甲基甲酰胺(DMF)中,将万古霉素(一种大环糖肽抗生素)键合在γ-氨丙基硅胶上,制备了一种环抗生素手性固定相(CSP)。它用于高效液相色谱的手性分离。结果表明,以这种方式合成的万古霉素CSP可很好地用于正相和反相手性化合物的对映体分离。可以确认,反相的分离能力优于正相。在反相模式下分离了17对对映体,结果显示出广泛的应用范围。磷酸盐缓冲体系优于三乙胺乙酸缓冲体系。一些手性药物如D,L-丹磺酰氨基酸的拆分具有一定规律,并提供了有关绝对构型的信息。当相体系转变时,CSP不会发生老化或变性,因此具有一定的稳定性。分析了分离机理,发现与阿姆斯特朗的机理相同。

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