title: New copper(I) complexes bearing lomefloxacin motif: Spectroscopic properties, in vitro cytotoxicity and interactions with DNA and human serum albumin.
abstract: In this paper we present lomefloxacin's (HLm, 2nd generation fluoroquinolone antibiotic agent) organic and inorganic derivatives: aminomethyl(diphenyl)phosphine (PLm), its oxide as well as new copper(I) iodide or copper(I) thiocyanate complexes with PLm and 2,9-dimethyl-1,10-phenanthroline (dmp) or 2,2'-biquinoline (bq) as the auxiliary ligands. The synthesized compounds were fully characterised by NMR, UV-Vis and luminescence spectroscopies. Selected structures were analysed by theoretical DFT (density functional theory) methods. High stability of the complexes in aqueous solutions in the presence of atmosferic oxygen was proven. Cytotoxic activity of all compounds was tested towards three cancer cell lines (CT26 - mouse colon carcinoma, A549 - human lung adenocarcinoma, and MCF7 - human breast adenocarcinoma). All complexes are characterised by cytotoxic activity higher than the activity of the parent drug and its organic derivatives as well as cisplatin. Studied derivatives as well as parent drug do not intercalate to DNA, except Cu(I) complexes with bq ligand. All studied complexes caused single-stranded cleavage of the sugar-phosphate backbone of plasmid DNA. The addition of H2O2caused distinct changes in the plasmid structure and led to single- and/or double-strain plasmid cleavage. Studied compounds interact with human serum albumin without affecting its secondary structure.
authors.affiliation: Faculty of Chemistry, University of Wrocław, ul. F. Joliot-Curie 14, 50-383 Wrocław, Poland.
authors.forename: Urszula K
authors.initials: UK
authors.lastname: Komarnicka
authors.affiliation: Faculty of Chemistry, University of Wrocław, ul. F. Joliot-Curie 14, 50-383 Wrocław, Poland. Electronic address: radoslaw.starosta@chem.uni.wroc.pl.
authors.forename: Radosław
authors.initials: R
authors.lastname: Starosta
authors.affiliation: Faculty of Chemistry, Jagiellonian University, R. Ingardena 3, 30-060 Kraków, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Kyzioł
authors.affiliation: Faculty of Chemistry, Jagiellonian University, R. Ingardena 3, 30-060 Kraków, Poland.
authors.forename: Michał
authors.initials: M
authors.lastname: Płotek
authors.affiliation: Faculty of Chemistry, University of Wrocław, ul. F. Joliot-Curie 14, 50-383 Wrocław, Poland.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Puchalska
authors.affiliation: Faculty of Chemistry, University of Wrocław, ul. F. Joliot-Curie 14, 50-383 Wrocław, Poland.
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Jeżowska-Bojczuk
mesh_terms: D000818:Animals; D003300:Copper / Q000737:chemistry / Q000494:pharmacology; D003603:Cytotoxins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D005260:Female; D024841:Fluoroquinolones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D061986:MCF-7 Cells; D051379:Mice; D012709:Serum Albumin / Q000737:chemistry*; D013053:Spectrophotometry
chemical_list: D003603:Cytotoxins; D024841:Fluoroquinolones; D012709:Serum Albumin; D003300:Copper; D004247:DNA; C053091:lomefloxacin
keywords: Copper(I) complexes; Cytotoxicity; Lomefloxacin; Luminescence; Phosphines