Copper(II) complexes with new fluoroquinolones: Synthesis, structure, spectroscopic and theoretical study, DNA damage, cytotoxicity and antiviral activity
| Autor: | Dana Dvoranová, Kristína Plevová, K Briestenská, Viktor Milata, Peter Herich, Júlia Kožíšková, Anna Chalupková, Michal Malček, Klaudia Jomová, Mistríková J, Lukáš Bučinský, Sandra Dorotíková |
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| Rok vydání: | 2015 |
| Předmět: |
Rhadinovirus
Spectrophotometry Infrared DNA damage Stereochemistry Radical Phenanthroline Molecular Conformation Crystallography X-Ray Antiviral Agents Biochemistry Inorganic Chemistry Mice chemistry.chemical_compound Coordination Complexes Chlorocebus aethiops Animals DNA Cleavage Hydrogen peroxide Vero Cells chemistry.chemical_classification Reactive oxygen species Ligand 3T3 Cells Models Chemical chemistry Agarose gel electrophoresis Copper DNA DNA Damage Fluoroquinolones |
| Zdroj: | Journal of Inorganic Biochemistry. 150:160-173 |
| ISSN: | 0162-0134 |
| DOI: | 10.1016/j.jinorgbio.2015.06.017 |
| Popis: | Copper(II) complexes with fluoroquinolones in the presence of the nitrogen donor heterocyclic ligands 1,10-phenanthroline have been considered in detail. The phenanthroline moiety was introduced into the ligand environment with the aim to determine whether the nuclease activity is feasible. All suitable X-ray structures of the complexes under study reveal a distorted square pyramidal coordination geometry for Cu(II) atom. The conformational and spectroscopic (FT-IR and UV-visible) behavior has been analyzed and has been interpreted with respect to B3LYP/6-311G* calculations including molecular dynamics. The ability of the complexes to cleave DNA was studied by agarose gel electrophoresis with plasmid DNA pBSK+. The results have confirmed that the complexes under study behave as the chemical nucleases. Nuclease like activity in the absence of hydrogen peroxide allows us to deduce an interaction of the complexes with the DNA resulting in the conversion of supercoiled circular DNA to the nicked form. The DNA cleavage activity enhanced by the presence of hydrogen peroxide demonstrates the participation of reactive oxygen species, such as superoxide radical anions and hydroxyl radicals which presence was confirmed independently using the standard radical scavenging agents. It has been suggested that the radical formation through the Fenton/Haber-Weiss reaction is mediated by the redox cycling mechanisms with the participation of cupric/cuprous ions. Cytotoxic activity was evaluated as the 50% cytotoxic concentration (CC50). The potential effects of tested compounds on replication of murine gammaherpesvirus 68 (MHV-68) under in vitro conditions were also evaluated. However, no antiviral activity against MHV-68 was observed. |
| Databáze: | OpenAIRE |
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