Interaction of anticonvulsant drugs with metals:: a semi-empirical molecular orbital study of phenytoin-zinc(II) complexation

被引：19

作者：

Milne, P

Hô, M

Weaver, DF ^{[1
]}

机构：

[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada

[2] Queens Univ, Dept Med Neurol, Kingston, ON K7L 3N6, Canada

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 1999年 / 492卷

基金：

加拿大自然科学与工程研究理事会;

关键词：

phenytoin; Zn(II); semi-empirical methods;

D O I：

10.1016/S0166-1280(98)00601-0

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The interaction of Zn(II) cation with the anticonvulsant phenytoin (PHT) was investigated using semi-empirical AM1 molecular orbital calculations. All possible modes of PHT-Zn(II) complexation were systematically studied by aligning Zn(II) along the three amide faces of PHT's imidazoline-2,4-dione ring. The AM1 calculations indicated that Zn(II) bridges two PHT molecules; six Zn(PHT)(2)(2+) complexes were evaluated. In more stable structures, Zn(II) coordinates with two PHT through amide oxygens. These structures were hydrated, further optimized, and evaluated. (C) 1999 Elsevier Science B.V. All rights reserved.

引用

页码：19 / 28

页数：10

共 18 条

[1] STEREOCHEMICAL BASIS OF ANTICONVULSANT DRUG ACTION .1. CRYSTAL AND MOLECULAR STRUCTURE OF DIPHENYLHYDANTOIN, A NONCENTROSYMMETRIC STRUCTURE SOLVED BY CENTRIC SYMBOLIC ADDITION [J].