REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Rua do Campo Alegre, 4169-007 Porto, Portugal.
REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, Rua do Campo Alegre, 4169-007 Porto, Portugal.
J Inorg Biochem. 2014 Feb;131:21-9. doi: 10.1016/j.jinorgbio.2013.10.013. Epub 2013 Oct 29.
Solution behavior of lomefloxacin (lmx) complexes with copper(II) in the presence and absence of 1,10-phenanthroline (phen) was studied in aqueous solution, by potentiometry. The results obtained showed that under physiological conditions (micromolar concentration range and pH7.4) only copper(II):lmx:phen ternary complexes are stable. Hence, a novel copper(II) ternary complex of lomefloxacin with the nitrogen donor heterocyclic ligand phen was synthesized and characterized by means of UV-visible and IR spectroscopy, elemental analysis and X-ray crystallography. In the synthesized complex (1), [Cu(lmx)(phen)(NO3)]·5H2O, lmx acts as a bidentate ligand coordinating the metal cation, in its anionic form, through the carbonyl and carboxyl oxygens and phen coordinates through two N-atoms forming the equatorial plane of a distorted square-pyramidal geometry. The fifth ligand of the penta-coordinated Cu(II) center is occupied axially by an oxygen atom from the nitrate ion. Minimum inhibitory concentration (MIC) determinations of the complex and comparison with free lomefloxacin in various E. coli strains indicated that the Cu-complex is an antimicrobial which is as efficient as the free antibiotic but strongly suggest that the cell intake route of both species is different. Moreover, spectrophotometric stability studies suggest that the solution of the complex synthesized is considerably more photostable than the free fluoroquinolone supporting, therefore, the complex's suitability as a candidate for further biological testing in fluoroquinolone-resistant microorganisms with possible reduced side-effects.
在水溶液中通过电位法研究了洛美沙星(lmx)与铜(II)配合物在存在和不存在 1,10-菲啰啉(phen)时的溶液行为。结果表明,在生理条件下(微摩尔浓度范围和 pH7.4)只有铜(II):lmx:phen 三元配合物稳定。因此,合成并通过紫外可见光谱、红外光谱、元素分析和 X 射线晶体学对洛美沙星与氮供体杂环配体 phen 的新型铜(II)三元配合物进行了表征。在合成的配合物(1)[Cu(lmx)(phen)(NO3)]·5H2O 中,lmx 作为双齿配体通过羰基和羧基氧原子配位阴离子形式的金属阳离子,phen 通过两个 N 原子配位形成扭曲的四方锥几何的赤道平面。五配位 Cu(II)中心的第五个配体由来自硝酸根离子的氧原子轴向占据。该配合物的最低抑菌浓度(MIC)测定值与游离洛美沙星在各种大肠杆菌菌株中的比较表明,该铜配合物是一种抗菌药物,与游离抗生素一样有效,但强烈表明两种物质的细胞摄取途径不同。此外,分光光度稳定性研究表明,所合成的配合物溶液比游离氟喹诺酮类药物具有更高的光稳定性,因此该配合物适合作为候选物进一步在可能副作用减少的氟喹诺酮类耐药微生物中进行生物学测试。