Different types of copper complexes with the quinolone antimicrobial drugs ofloxacin and norfloxacin: Structure, DNA- and albumin-binding

Author(s)
Petra Živec, Franc Perdih, Iztok Turel, Gerald Giester, George Psomas
Abstract

Three novel copper(II) complexes with the second-generation quinolone antibacterial agents norfloxacin (nfH) and ofloxacin (ofloH) have been synthesized resulting in the complexes [Cu(nfH)(phen)Cl]Cl·5H2O (1·5H2O), [Cu(nfH)2]Cl2·6H2O (2·6H2O) and [CuII(ofloH)2][(CuICl2)2] (3), resp. The crystal structures of the complexes have been detd. by X-ray crystallog. revealing that the quinolones act as bidentate ligands coordinated to Cu(II) atom through the pyridone oxygen and a carboxylato oxygen. UV study of the interaction of the quinolones and the complexes with calf-thymus DNA (CT DNA) has shown that they can bind to CT DNA with [CuII(ofloxacin)2][(CuICl2)2] exhibiting the highest binding const. to CT DNA. The cyclic voltammograms of the complexes in the presence of CT DNA soln. have shown that the interaction of the complexes with CT DNA is mainly through electrostatic binding. DNA soln. viscosity measurements have shown that the interaction of the compds. with CT DNA by classical intercalation may be ruled out. Competitive studies with ethidium bromide (EB) indicate that the complexes can partially displace the DNA-bound EB suggesting low to moderate competition with EB. Norfloxacin, ofloxacin and their copper complexes exhibit good binding propensity to human or bovine serum albumin protein having relatively high binding const. values.

Organisation(s)
Department of Mineralogy and Crystallography
External organisation(s)
University of Ljubljana, Technische Universität München, Aristotle University of Thessaloniki
Journal
Journal of Inorganic Biochemistry
Volume
117
Pages
35-47
No. of pages
13
ISSN
0162-0134
DOI
https://doi.org/10.1016/j.jinorgbio.2012.08.008
Publication date
2012
Peer reviewed
Yes
Austrian Fields of Science 2012
106002 Biochemistry, 105113 Crystallography
Portal url
https://ucrisportal.univie.ac.at/en/publications/efe8b6c1-2db0-447a-8a3a-0fd091d8cdfa