Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124, Thessaloniki, Greece.
Dalton Trans. 2011 Oct 7;40(37):9461-73. doi: 10.1039/c1dt10870k. Epub 2011 Aug 18.
Zinc complexes with the third-generation quinolone antibacterial drugs levofloxacin and sparfloxacin have been synthesized and characterized. The deprotonated quinolones act as bidentate ligands coordinated to zinc ion through the pyridone and a carboxylato oxygen atom. The crystal structures of [bis(aqua)bis(levofloxacinato)zinc(II)], 1, and [bis(sparfloxacinato)(1,10-phenanthroline)zinc(II)], 3, have been determined by X-ray crystallography. The biological activity of the complexes has been evaluated by examining their ability to bind to calf-thymus DNA (CT DNA) by UV spectroscopy and viscosity measurements. UV studies of the interaction of the complexes with DNA have revealed that they can bind to CT DNA probably by the intercalative binding mode which has also been verified by DNA solution viscosity measurements. The DNA binding constants have been also calculated. A competitive study with ethidium bromide (EB) showed that the complexes exhibit the ability to displace the DNA-bound EB indicating that they bind to DNA in strong competition with EB for the intercalative binding site. The interaction of the complexes with human and bovine serum albumin proteins has been studied by fluorescence spectroscopy showing that the complexes exhibit good binding propensity to these proteins having relatively high binding constant values. The biological properties of the complexes have been evaluated in comparison to the previously reported Zn(II) complexes with the first- and second-generation quinolones oxolinic acid and enrofloxacin.
已合成并表征了与第三代喹诺酮类抗菌药物左氧氟沙星和司帕沙星的锌配合物。去质子喹诺酮类作为双齿配体通过吡啶酮和羧基氧原子与锌离子配位。通过 X 射线晶体学确定了[双（水合）（左氧氟沙星酸根）锌（II）]，1 和[双（司帕氟沙星酸根）（1,10-菲咯啉）锌（II）]，3 的晶体结构。通过紫外光谱和粘度测量研究了配合物与小牛胸腺 DNA（CT DNA）结合的能力，评估了它们的生物活性。配合物与 DNA 的相互作用的 UV 研究表明，它们可以通过插入结合模式与 CT DNA 结合，这也通过 DNA 溶液粘度测量得到了验证。还计算了 DNA 结合常数。与溴化乙锭（EB）的竞争研究表明，配合物具有取代 DNA 结合的 EB 的能力，表明它们与 DNA 以强烈的竞争方式结合，与 EB 竞争插入结合位点。通过荧光光谱研究了配合物与人血清白蛋白和牛血清白蛋白蛋白的相互作用，表明配合物与这些蛋白具有良好的结合倾向，具有相对较高的结合常数值。将配合物的生物学性质与先前报道的与第一代和第二代喹诺酮类药物奥索林酸和恩诺沙星的 Zn（II）配合物进行了比较。
