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水杨醛锌配合物的合成、表征及 DNA 键合性质。

Zinc complexes of salicylaldehydes: synthesis, characterization and DNA-binding properties.

机构信息

Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece.

出版信息

J Inorg Biochem. 2013 Oct;127:116-26. doi: 10.1016/j.jinorgbio.2013.07.031. Epub 2013 Aug 1.

Abstract

The neutral mononuclear zinc complexes with substituted salicylaldehydes, in the absence or presence of a nitrogen donor heterocyclic ligand 2,2'-bipyridine or 1,10-phenanthroline or 2,2'-dipyridylamine, have been synthesized and characterized by IR, UV and NMR spectroscopies. The experimental data suggest that salicylaldehyde is on deprotonated mode acting as a bidentate ligand coordinated to the metal ion through the phenolato and one aldehydo oxygen atoms. The crystal structures of bis(5-nitro-salicyladehydato)(2,2'-dipyridylamine)zinc(II), bis(5-chloro-salicylaldehydato)(2,2'-bipyridine)zinc(II) monohydrate and bis(5-bromo-salicyladehydato)bis(methanol)zinc(II) have been determined with X-ray crystallography. The ability of the complexes to bind to calf-thymus DNA (CT DNA) has been studied by UV and fluorescence spectroscopy and viscosity measurements. UV studies of the interaction of the complexes with DNA have shown that they can bind to CT DNA. The calculated binding constants of the complexes to DNA reveal tight binding to DNA. The complexes can probably bind to CT DNA via intercalation as concluded by studying the viscosity of a DNA solution in the presence of the complexes. Competitive studies with ethidium bromide (EB) have shown that the complexes can displace the DNA-bound EB suggesting strong competition with EB for the intercalation site of DNA.

摘要

具有取代水杨醛的中性单核锌配合物,在不存在或存在氮供体杂环配体 2,2'-联吡啶或 1,10-菲咯啉或 2,2'-联吡啶胺的情况下,已经通过红外、紫外和 NMR 光谱法进行了合成和表征。实验数据表明,水杨醛处于去质子化模式,作为双齿配体通过酚氧基和一个醛氧原子与金属离子配位。双(5-硝基水杨醛)(2,2'-联吡啶胺)锌(II)、双(5-氯水杨醛)(2,2'-联吡啶)锌(II)一水合物和双(5-溴水杨醛)双(甲醇)锌(II)的晶体结构已经通过 X 射线晶体学确定。通过紫外和荧光光谱法和粘度测量研究了配合物与小牛胸腺 DNA(CT DNA)结合的能力。配合物与 DNA 相互作用的紫外研究表明,它们可以与 CT DNA 结合。计算出的配合物与 DNA 的结合常数表明与 DNA 具有紧密的结合。通过研究存在配合物时 DNA 溶液的粘度,可以得出这些配合物可能通过嵌入与 CT DNA 结合。与溴化乙锭(EB)的竞争性研究表明,配合物可以取代 DNA 结合的 EB,这表明与 EB 具有强烈的竞争,争夺 DNA 的嵌入位点。

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