Zinc(II) complexes of the second-generation quinolone antibacterial drug enrofloxacin: Structure and DNA or albumin interaction.
Zinc mononuclear complexes with the second-generation quinolone antibacterial drug enrofloxacin in the absence or presence of a nitrogen donor heterocyclic ligand 1,10-phenanthroline or 2,2'-bipyridine have been synthesized and characterized. Enrofloxacin is on deprotonated mode acting as a bidentate ligand coordinated to zinc ion through the ketone and a carboxylato oxygen atoms. The crystal structure of bis(enrofloxacinato)(1,10-phenanthroline)zinc(II), 2, has 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) with UV and fluorescence spectroscopies. UV studies of the interaction of the complexes with DNA have shown that they can bind to CT DNA and the DNA binding constants have been calculated. Competitive studies with ethidium bromide (EB) have shown 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 complexes exhibit good binding propensity to human and bovine serum albumin proteins having relatively high binding constant values.
Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, PO Box 135, GR-54124 Thessaloniki, Greece.
Alketa
A
Tarushi
Catherine P
CP
Raptopoulou
Vassilis
V
Psycharis
Aris
A
Terzis
George
G
Psomas
Dimitris P
DP
Kessissoglou
D000418:Albumins / Q000737:chemistry / Q000187:drug effects*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D001667:Binding, Competitive / Q000187:drug effects; D002417:Cattle; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000187:drug effects*; D000077422:Enrofloxacin; D004996:Ethidium; D024841:Fluoroquinolones / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011485:Protein Binding; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry*
D000418:Albumins; D000900:Anti-Bacterial Agents; D024841:Fluoroquinolones; D007364:Intercalating Agents; D015363:Quinolones; D012710:Serum Albumin, Bovine; D000077422:Enrofloxacin; D004247:DNA; D004996:Ethidium; D015032:Zinc