title: Interaction of Zn(II) with quinolone drugs: structure and biological evaluation.
abstract: 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.
authors.affiliation: Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124, Thessaloniki, Greece.
authors.forename: Alketa
authors.initials: A
authors.lastname: Tarushi
authors.forename: Eleni
authors.initials: E
authors.lastname: Polatoglou
authors.forename: Jakob
authors.initials: J
authors.lastname: Kljun
authors.forename: Iztok
authors.initials: I
authors.lastname: Turel
authors.forename: George
authors.initials: G
authors.lastname: Psomas
authors.forename: Dimitris P
authors.initials: DP
authors.lastname: Kessissoglou
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000378:metabolism; D002417:Cattle; D056831:Coordination Complexes / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004247:DNA / Q000378:metabolism*; D024841:Fluoroquinolones / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D064704:Levofloxacin; D008958:Models, Molecular; D015242:Ofloxacin / Q000737:chemistry* / Q000378:metabolism; D011485:Protein Binding; D015363:Quinolones / Q000737:chemistry / Q000378:metabolism; D012709:Serum Albumin / Q000378:metabolism*; D012710:Serum Albumin, Bovine / Q000378:metabolism; D015032:Zinc / Q000737:chemistry* / Q000378:metabolism
chemical_list: D000900:Anti-Bacterial Agents; D056831:Coordination Complexes; D024841:Fluoroquinolones; D015363:Quinolones; D012709:Serum Albumin; D012710:Serum Albumin, Bovine; D064704:Levofloxacin; D004247:DNA; C427203:calf thymus DNA; D015242:Ofloxacin; D015032:Zinc; C061363:sparfloxacin