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在几种多糖手性固定相上对具有抗惊厥活性的2,3-苯并二氮杂卓-4-酮衍生物的对映选择性识别

Enantioselective recognition of 2,3-benzodiazepin-4-one derivatives with anticonvulsant activity on several polysaccharide chiral stationary phases.

作者信息

Calabrò Maria Luisa, Raneri Daniela, Tommasini Silvana, Ficarra Rita, Alcaro Stefano, Gallelli Andrea, Micale Nicola, Zappalà Maria, Ficarra Paola

机构信息

Dipartimento Farmaco-Chimico, Facoltà di Farmacia, Università di Messina, Viale Annunziata, 98168 Messina, Italy.

出版信息

J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jun 21;838(1):56-62. doi: 10.1016/j.jchromb.2006.04.029. Epub 2006 May 24.

DOI:10.1016/j.jchromb.2006.04.029
PMID:16723286
Abstract

The retention behaviour of racemic 1-(4-aminophenyl)-1,2,3,5-tetrahydro-7,8-methylendioxy-4H-2,3-benzodiazepin-4-one derivatives with anticonvulsant activity on several chiral stationary phases was investigated. The selective performances of six polysaccharide phases, namely, Chiralcel OA, OD, OF, OG, OJ and Chiralpak AD were studied and normal phase HPLC methods were optimized to separate the enantiomeric forms of this class of compounds. The chiral recognition mechanism between the analytes and the chiral selectors was discussed. A molecular modeling study was carried out with the aim to explore the enantioselective molecular recognition process with the Chiralcel OG stationary phase.

摘要

研究了具有抗惊厥活性的外消旋1-(4-氨基苯基)-1,2,3,5-四氢-7,8-亚甲基二氧基-4H-2,3-苯并二氮杂卓-4-酮衍生物在几种手性固定相上的保留行为。研究了六种多糖固定相(即Chiralcel OA、OD、OF、OG、OJ和Chiralpak AD)的选择性性能,并优化了正相高效液相色谱方法以分离这类化合物的对映体形式。讨论了分析物与手性选择剂之间的手性识别机制。进行了分子建模研究,旨在探索使用Chiralcel OG固定相的对映选择性分子识别过程。

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