title: Low-dimensional compounds containing bioactive ligands. Part VI: Synthesis, structures, in vitro DNA binding, antimicrobial and anticancer properties of first row transition metal complexes with 5-chloro-quinolin-8-ol.
abstract: A series of new 3d metal complexes with 5-chloro-quinolin-8-ol (ClQ), [Mn(ClQ)2] (1), [Fe(ClQ)3] (2), [Co(ClQ)2(H2O)2] (3), [Ni(ClQ)2(H2O)2] (4), [Cu(ClQ)2] (5), [Zn(ClQ)2(H2O)2] (6), [Mn(ClQ)3]·DMF (7) and [Co(ClQ)3]·DMF·(EtOH)0.35 (8) (DMF=N,N-dimethylformamide), has been synthesized and characterized by elemental analysis, IR spectroscopy and TG-DTA thermal analysis. X-ray structure analysis of 7 and 8 revealed that these molecular complexes contain three chelate ClQ molecules coordinated to the central atoms in a deformed octahedral geometry and free space between the complex units is filled by solvated DMF and ethanol molecules. Antimicrobial activity of 1-6 was tested by determining the minimum inhibitory concentration and minimum microbicidal concentration against 12 strains of bacteria and 5 strains of fungi. The intensity of antimicrobial action varies depending on the group of microorganism and can be sorted: 1>ClQ>6>3/4>2>5. Complexes 1-6 exhibit high cytotoxic activity against MDA-MB, HCT-116 and A549 cancer cell lines. Among them, complex 2 is significantly more cytotoxic against MDA-MB cells than cisplatin at all tested concentrations and is not cytotoxic against control mesenchymal stem cells indicating that this complex seems to be a good candidate for future pharmacological evaluation. Interaction of 1-6 with DNA was investigated using UV-VIS spectroscopy, fluorescence spectroscopy and agarose gel electrophoresis. The binding studies indicate that 1-6 can interact with CT-DNA through intercalation; complex 2 has the highest binding affinity. Moreover, complexes 1-6 inhibit the catalytic activity of topoisomerase I.
authors.affiliation: Department of Inorganic Chemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic. Electronic address: ivan.potocnak@upjs.sk.
authors.forename: Ivan
authors.initials: I
authors.lastname: Potočňák
authors.affiliation: Department of Inorganic Chemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic.
authors.forename: Peter
authors.initials: P
authors.lastname: Vranec
authors.affiliation: Department of Inorganic Chemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic.
authors.forename: Veronika
authors.initials: V
authors.lastname: Farkasová
authors.affiliation: Department of Biochemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic.
authors.forename: Danica
authors.initials: D
authors.lastname: Sabolová
authors.affiliation: Department of Biochemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic.
authors.forename: Michaela
authors.initials: M
authors.lastname: Vataščinová
authors.affiliation: Department of Biochemistry, Institute of Chemistry, P. J. Šafárik University, Moyzesova 11, SK-04154 Košice, Slovak Republic.
authors.forename: Júlia
authors.initials: J
authors.lastname: Kudláčová
authors.affiliation: Department of Biology and Ecology, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac, Serbia.
authors.forename: Ivana D
authors.initials: ID
authors.lastname: Radojević
authors.affiliation: Department of Biology and Ecology, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac, Serbia.
authors.forename: Ljiljana R
authors.initials: LR
authors.lastname: Čomić
authors.affiliation: Centre for Molecular Medicine and Stem Cell Research, Faculty of Medical Sciences, University of Kragujevac, 69 Svetozara Markovica, 34000 Kragujevac, Serbia.
authors.forename: Bojana Simovic
authors.initials: BS
authors.lastname: Markovic
authors.affiliation: Centre for Molecular Medicine and Stem Cell Research, Faculty of Medical Sciences, University of Kragujevac, 69 Svetozara Markovica, 34000 Kragujevac, Serbia.
authors.forename: Vladislav
authors.initials: V
authors.lastname: Volarevic
authors.affiliation: Centre for Molecular Medicine and Stem Cell Research, Faculty of Medical Sciences, University of Kragujevac, 69 Svetozara Markovica, 34000 Kragujevac, Serbia.
authors.forename: Nebojsa
authors.initials: N
authors.lastname: Arsenijevic
authors.affiliation: Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac, Serbia.
authors.forename: Srećko R
authors.initials: SR
authors.lastname: Trifunović
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002614:Chelating Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002739:Chloroquinolinols / Q000138:chemical synthesis* / Q000494:pharmacology; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000494:pharmacology; D004247:DNA / Q000737:chemistry; D045325:HCT116 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D050296:Microbial Viability / Q000187:drug effects; D008958:Models, Molecular; D008968:Molecular Conformation; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D028561:Transition Elements / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D002614:Chelating Agents; D002739:Chloroquinolinols; D056831:Coordination Complexes; D059004:Topoisomerase I Inhibitors; D028561:Transition Elements; D004247:DNA; C427203:calf thymus DNA
keywords: 5-Chloro-quinolin-8-ol complexes; Antimicrobial activity; Cytotoxicity; DNA-binding properties; Topoisomerase I inhibition