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Novel copper(II) complexes with fenamates and isonicotinamide: structure and properties, interaction with DNA and serum albumin

Abstract

Reactions of non-steroidal anti-inflammatory drugs tolfenamic (Htolf), meclofenamic (Hmeclf), mefenamic (Hmef), clonixic (Hclon) and niflumic (Hnif) acids with isonicotinamide (isn) and copper(II) acetate resulted in formation of five novel mixed-ligands Cu(II) coordination compounds: [Cu(tolf-O,O')2(isn-N)2] (1), [Cu(meclf-O,O')2(isn-N)2] (2), [Cu(mef-O,O')2(isn-N)2] (3), [Cu(clon-O,O')2(isn-N)2] (4), and [Cu(nif-O,O')2(isn-N)2] (5). The structures of the complexes were determined by single-crystal X-ray analyses. The monomeric complexes build up 1D chains or 2D hydrogen bonding supramolecular networks. The intermolecular interactions were studied by Hirshfeld surface analysis. The redox properties of the complexes were studied by cyclic voltammetry. Cu redox cycling was documented by UV-vis and EPR spectroscopy. Formation of free radicals was monitored by EPR trapping technique using DMPO spin trap in Fenton-like system. Evidence of reduction of Cu(II) ion upon reaction with O2•- was obtained by specific chelator of Cu(I), neocuproine. The interaction of the complexes with bovine serum albumin was studied by fluorescence emission spectroscopy and the binding constants of the compounds to the albumin were calculated. The interaction of the complexes with calf-thymus DNA was monitored by diverse techniques (UV-vis spectroscopy, cyclic voltammetry, viscosity measurements) suggesting intercalation as the most possible mode of binding. DNA-competitive studies of the complexes with ethidium bromide were monitored by fluorescence emission spectroscopy

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Supplementary files

Article information


Accepted
23 Jun 2020
First published
24 Jun 2020

New J. Chem., 2020, Accepted Manuscript
Article type
Paper

Novel copper(II) complexes with fenamates and isonicotinamide: structure and properties, interaction with DNA and serum albumin

F. Jozefikova, S. Perontsis, M. Simunkova, Z. Zarbierikova, Ľ. Švorc, M. Valko, G. L. Psomas and J. Moncol, New J. Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0NJ02007A

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