中枢苯二氮卓受体的手性识别。

Acta pharmaceutica Nordica Pub Date : 1990-01-01
M Simonyi
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引用次数: 0

摘要

溶液中的1,4-苯二氮卓类药物具有两种手性构象。合成了3-未取代、3s -甲基、3r -甲基、3,3-二甲基两个密切相关的取代四合体,并测试了它们与苯二氮卓受体的结合强度。(1)自由分子的构象偏好,(2)受体的构象识别,以及(3)轴位和平位甲基取代基的交织效应,通过计算分离出来。结果表明,被3s -甲基富集的构象M和被3r -甲基对映异构体富集的构象M被受体识别,而轴向甲基取代基和赤道甲基取代基分别对其结合产生强烈和中度阻碍。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Chiral recognition by central benzodiazepine receptors.

1,4-Benzodiazepines in solution accommodate two chiral conformations. Two closely related quartets following the substitution pattern: 3-unsubstituted, 3S-methyl, 3R-methyl, 3,3-dimethyl, were synthesized and the binding strength of the compounds to the benzodiazepine receptor was tested. The intertwining effects of (i) conformational preference of free molecules, (ii) conformational recognition by the receptor, and (iii) axial and equatorial methyl substituents, were separated by computation. It is concluded that conformation M enriched by 3S-methyl and impoverished by 3R-methyl enantiomers is recognized by the receptor, whereas the binding is strongly and moderately hindered by axial and equatorial methyl substituents, respectively.

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