Nickel-quinolones interaction: part 3--Nickel(II) complexes of the antibacterial drug flumequine.
Nickel-quinolones interaction: part 3--Nickel(II) complexes of the antibacterial drug flumequine.
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DOI：
10.1016/j.jinorgbio.2010.03.007
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发表时间：
2010-07
影响因子：
3.9
通讯作者：
Kalliopi C. Skyrianou;F. Perdih;I. Turel;D. Kessissoglou;G. Psomas
中科院分区：
文献类型：
--
作者：
Kalliopi C. Skyrianou;F. Perdih;I. Turel;D. Kessissoglou;G. Psomas
镍（II）配合物与第一代喹诺酮类抗菌剂氟喹在存在或不存在氮给体杂环配体（4-苄基吡啶、吡啶、2,2′-联吡啶或1,10-菲罗啉）的情况下进行了结构表征。实验数据表明，氟甲喹作为去质子双齿配体通过羧基氧原子和酮氧原子与Ni（II）配位。用x射线晶体学测定了二（4-苄基吡啶）二（氟甲喹啉）镍（II） 2、（2,2′-联吡啶）二（氟甲喹啉）镍（II） 4和（1,10-菲罗啉）二（氟甲喹啉）镍（II） 5的晶体结构，这是首次报道的氟甲喹啉配合物的晶体结构。对配合物与小牛胸腺DNA （CT DNA）相互作用的紫外研究表明，配合物与CT DNA结合，双（aqua）双（flumequinato）镍（II）与CT DNA结合常数最高。与溴化乙啶（EB）的竞争研究表明，配合物可以取代DNA结合的EB，表明它们与EB的结合具有强烈的竞争关系。在DMSO溶液和1/2 DMSO/缓冲液（含150mM NaCl和15mM柠檬酸三钠，pH 7.0）中记录的循环伏安图表明，当CT DNA存在时，它们以插层结合方式与CT DNA结合。该复合物对人或牛血清白蛋白具有较好的结合倾向，具有较高的结合常数。
Nickel(II) complexes with the first-generation quinolone antibacterial agent flumequine in the presence or absence of nitrogen donor heterocyclic ligands (4-benzylpyridine, pyridine, 2,2′-bipyridine or 1,10-phenanthroline) have been structurally characterized by physicochemical and spectroscopic techniques. The experimental data suggest that flumequine acts as deprotonated bidentate ligand coordinated to Ni(II) through the carboxylato and ketone oxygen atoms. The crystal structures of bis(4-benzylpyridine)bis(flumequinato)nickel(II) 2, (2,2′-bipyridine)bis(flumequinato)nickel(II) 4 and (1,10-phenanthroline)bis(flumequinato)nickel(II) 5 have been determined by X-ray crystallography and are the first crystal structures of flumequinato complexes reported. UV study of the interaction of the complexes with calf-thymus DNA (CT DNA) has shown that the complexes bind to CT DNA and bis(aqua)bis(flumequinato)nickel(II) exhibits the highest binding constant to CT DNA. Competitive study with ethidium bromide (EB) has shown that the complexes can displace the DNA-bound EB indicating that they bind to DNA in strong competition with EB. The cyclic voltammograms of the complexes recorded in DMSO solution and in 1/2 DMSO/buffer (containing 150mM NaCl and 15mM trisodium citrate at pH 7.0) solution have shown that in the presence of CT DNA they bind to CT DNA by the intercalative binding mode. The complexes exhibit good binding propensity to human or bovine serum albumin protein having relatively high binding constant values.