Experimental and computational approach to the rational monitoring of hydrogen-bonding interaction of 2-Imidazolidinethione with DNA and guanine

被引：49
作者：
Ahmadi, F. [1 ]
Alizadeh, A. A. [1 ]
Bakhshandeh-Saraskanrood, F. [1 ]
Jafari, B. [1 ]
Khodadadian, M. [2 ]
机构：
[1] Kermanshah Univ Med Sci, Fac Pharm, Dept Med Chem, Kermanshah 671451673, Iran
[2] Razi Univ, Fac Sci, Dept Chem, Kermanshah, Iran
来源：
FOOD AND CHEMICAL TOXICOLOGY | 2010年 / 48卷 / 01期
关键词：
2-Imidazolidinethione; DNA; Guanine; Ab initio mechanical quantum; H-bonding; SET MODEL CHEMISTRY; DOUBLE-HELICAL DNA; CALF THYMUS DNA; AB-INITIO; BINDING-AFFINITY; CHARGE-TRANSFER; ANTITUMOR DRUG; TOTAL ENERGIES; BASE-PAIRS; METAL-IONS;
D O I：
10.1016/j.fct.2009.09.010
中图分类号：
TS2 [食品工业];
学科分类号：
0832 ;
摘要：
The hydrogen-bonding interaction of 2-Imidazolidinethione with DNA and guanine has been investigated using UV/vis, circular dichroism, differential pulse voltammetry and ab initio chemical mechanic quantum procedures. The bonding constant of 2-Imidazolidinethione with DNA was measured by UV/vis spectroscopy and is estimated to be 1.4 x 10(3). In order to prove of hydrogen-bonding formation. the bonding constants of 2-Imidazolidinethione with guanine in Tris-HCl buffer and binary mixture of buffer-acetonitrile were measured. In addition, density functional theory calculations, using ab initio methodology at the 6-31+G(d,p) level and simulating the effect of solvents on interaction by mean of the Cosmo Polarizable Continuum Model (CPCM), were performed on the single and complex of 2-Imidazolidinethione and guanine molecules. However, we concluded that 2-Imidazolidinethione interacted with N-3 of guanine in minor groove of DNA. (C) 2009 Elsevier Ltd. All rights reserved.
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页码：29 / 36
页数：8
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