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一种新型苯并咪唑衍生的铜(II)配合物的合成、抗菌、抗真菌活性及与CT-DNA的相互作用

Synthesis, antibacterial, antifungal activity and interaction of CT-DNA with a new benzimidazole derived Cu(II) complex.

作者信息

Arjmand Farukh, Mohani Bhawana, Ahmad Shamim

机构信息

Department of Chemistry, Aligarh Muslim University, Aligarh, UP, India.

出版信息

Eur J Med Chem. 2005 Nov;40(11):1103-10. doi: 10.1016/j.ejmech.2005.05.005. Epub 2005 Jul 11.

DOI:10.1016/j.ejmech.2005.05.005
PMID:16006016
Abstract

The ligand [C(16)H(10)O(2)N(4)S(2)] L has been synthesized by the condensation reaction of 2-mercaptobenzimidazole and diethyloxalate. The ligand L was allowed to react with bis(ethylenediamine)Cu(II)/Ni(II) complexes to yield [C(20)H(22)N(8)S(2)Cu]Cl(2)1 and [C(20)H(22)N(8)S(2)Ni]Cl(2)2 complexes. The Ni(II) complex was synthesized only to elucidate the structure of the complex. The complexes 1 and 2 were characterized by elemental analyses, IR, NMR, EPR, UV-vis spectroscopy and molar conductance measurements. Both the complexes are ionic in nature and possess square-planar geometry. The binding of the complex 1 to calf thymus DNA was investigated spectrophotometrically. The absorption spectra of complex 1 exhibits a slight red shift with "hyperchromic effect" in presence of CTDNA. Electrochemical analysis and viscosity measurements were also carried out to ascertain the mode of binding. The complex 1 in the absence and in presence of CT DNA in aqueous solution exhibits one quasi-reversible redox wave corresponding to Cu(II)/Cu(I) redox couple at a scan rate of 0.2 V s(-1). The shift in DeltaE(p), E(1/2) and I(pa)/I(pc) values ascertain the interaction of calf thymus DNA with copper(II) complex. There is decrease in viscosity of CTDNA which indicates that the complex 1 binds to CTDNA through a partial intercalative mode. The antibacterial and antifungal studies of the [C(7)H(6)N(2)S], [C(4)H(16)N(4)Cu]Cl(2,) [C(16)H(10)N(4)S(2)O(2)] and [C(20)H(22)N(8)S(2)Cu]Cl(2) were carried out against S. aureus, E. coli and A. niger. All the results reveal that the complex 1 is highly active against the bacterial strains and also inhibits fungal growth.

摘要

配体[C(16)H(10)O(2)N(4)S(2)]L是通过2-巯基苯并咪唑与草酸二乙酯的缩合反应合成的。使配体L与双(乙二胺)铜(II)/镍(II)配合物反应,生成[C(20)H(22)N(8)S(2)Cu]Cl(2)1和[C(20)H(22)N(8)S(2)Ni]Cl(2)2配合物。合成镍(II)配合物只是为了阐明配合物的结构。配合物1和2通过元素分析、红外光谱、核磁共振、电子顺磁共振、紫外可见光谱和摩尔电导率测量进行了表征。两种配合物本质上都是离子型的,具有平面正方形几何结构。用分光光度法研究了配合物1与小牛胸腺DNA的结合。在存在小牛胸腺DNA的情况下,配合物1的吸收光谱表现出轻微的红移和“增色效应”。还进行了电化学分析和粘度测量以确定结合模式。在水溶液中,不存在和存在小牛胸腺DNA时,配合物1在扫描速率为0.2 V s(-1)时表现出一个对应于Cu(II)/Cu(I)氧化还原对的准可逆氧化还原波。DeltaE(p)、E(1/2)和I(pa)/I(pc)值的变化确定了小牛胸腺DNA与铜(II)配合物的相互作用。小牛胸腺DNA的粘度降低,这表明配合物1通过部分插入模式与小牛胸腺DNA结合。对[C(7)H(6)N(2)S]、[C(4)H(16)N(4)Cu]Cl(2)、[C(16)H(10)N(4)S(2)O(2)]和[C(20)H(22)N(8)S(2)Cu]Cl(2)进行了针对金黄色葡萄球菌、大肠杆菌和黑曲霉的抗菌和抗真菌研究。所有结果表明,配合物1对细菌菌株具有高活性,并且还抑制真菌生长。

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