Application of cellulose and amylose arylcarbamates as chiral selectors in counter-current chromatography

Application of cellulose and amylose arylcarbamates as chiral selectors in counter-current chromatography
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DOI:
10.1016/j.chroma.2005.12.061
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发表时间:
2006-02-24
影响因子:
4.1
通讯作者:
Minguillón, C
Minguillón, C
中科院分区:
化学2区
文献类型:
--
作者:
Pérez, E;Santos, MJ;Minguillón, C

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本文研究了纤维素和直链淀粉-三(3,5-二甲基苯基氨基甲酸酯)作为手性选择剂在逆流色谱分离对映体中的应用。各种有机/水两相溶剂系统和8个外消旋分析物的酸性,中性和碱性的性质进行了测试,用于此目的。采用经典洗脱模式和pH区带精制置换条件。在甲基异丁基酮(MIBK)/水溶液和甲基叔丁基醚(MTBE)/水溶液中,吲哚洛尔和华法林分别实现了部分对映体分离。对于这两个外消旋体的对映体过量值从84%到97%,在最佳条件下测试实现。然而,对于普萘洛尔、萘普生和N-(3,5-二硝基苯甲酰基)-(+/-)-亮氨酸,CCC未实现分离,这些药物在HPLC中易于通过相同的选择剂分离。(c)2005 Elsevier B. V.保留所有权利。
Here we studied the applicability of cellulose and amylose tris(3,5-dimethylphenylcarbamate) as chiral selectors for the separation of enantiomers by counter-current chromatography (CCC). A variety of organic/aqueous biphasic solvent systems and eight racemic analytes of acidic, neutral, and basic nature were tested for this purpose. Classical elution mode and pH-zone-refining displacement conditions were used. Partial enantioseparation of pindolol and warfarin was achieved in methyl isobutyl ketone (MIBK)/aqueous solution and methyl tert-butyl ether (MTBE)/aqueous solution, respectively. For these two racemates enantiomeric excess values from 84% to 97% were achieved under the best conditions tested. However, resolution by CCC was not achieved for propranolol, naproxen and N-(3,5-dinitrobenzoyl)-(+/-)-leucine, easily separated in HPLC by the same selectors. (c) 2005 Elsevier B.V. All rights reserved.