title: Binary and ternary new water soluble copper(II) complexes of l-tyrosine and substituted 1,10-phenanthrolines: effect of substitution on DNA interactions and cytotoxicities.
abstract: Binary and ternary water soluble copper(II) complexes - [Cu(nphen)2(H2O)](NO3)2·H2O (1), [Cu(phen)2(H2O)](NO3)2 (2), [Cu(nphen)(l-tyr)(H2O)]NO3·2H2O (3), [Cu(phen)(tyr)(H2O)] NO3·2H2O (4) - and diquarternary salts of nphen and phen (nphen=5-nitro-1,10-phenanthroline, phen=1,10-phenanthroline and tyr=l-tyrosine) have been synthesized and characterized by CHN analysis, (1)H NMR, (13)C NMR and IR spectroscopy, thermal analysis and single crystal X-ray diffraction techniques. The CT-DNA binding properties of these compounds have been investigated by thermal denaturation measurements, absorption and emission spectroscopy. The supercoiled pUC19 plasmid DNA cleavage activity of these compounds has been explored by agarose gel electrophoresis. The cytotoxicity of these compounds against MCF-7, Caco-2, A549 cancer cells and BEAS-2B healthy cells was also studied by using XTT method. The complexes 1-4 exhibit significant high cytotoxicity with low IC50 values in compared with cisplatin. The effect of the substituents of phen and coordinated amino acid in the above complexes are presented and discussed.
authors: Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
authors: Duygu
authors: D
authors: İnci
authors: Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey. Electronic address: rahmiye@uludag.edu.tr.
authors: Rahmiye
authors: R
authors: Aydın
authors: Department of Biology, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
authors: Özgür
authors: Ö
authors: Vatan
authors: Department of Biology, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
authors: Dilek
authors: D
authors: Yılmaz
authors: Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
authors: Hasene Mutlu
authors: HM
authors: Gençkal
authors: Department of Chemistry, Faculty of Science, Gebze Institute of Technology, 41400 Kocaeli, Turkey.
authors: Yunus
authors: Y
authors: Zorlu
authors: Department of Biology, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
authors: Tolga
authors: T
authors: Cavaş
mesh_terms: D016923:Cell Death / Q000187:drug effects; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D053837:DNA Cleavage / Q000187:drug effects; D004587:Electrophoresis, Agar Gel; D006801:Humans; D020128:Inhibitory Concentration 50; D008024:Ligands; D008968:Molecular Conformation; D009691:Nucleic Acid Denaturation / Q000187:drug effects; D010618:Phenanthrolines / Q000737:chemistry / Q000378:metabolism* / Q000633:toxicity*; D012995:Solubility; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature; D014443:Tyrosine / Q000737:chemistry / Q000378:metabolism*; D014867:Water / Q000737:chemistry*
chemical_list: D008024:Ligands; D010618:Phenanthrolines; D014867:Water; D014443:Tyrosine; D004247:DNA; C427203:calf thymus DNA; C025205:1,10-phenanthroline
keywords: 1,10-Phenanthroline; 5-Nitro-1,10-phenanthroline; Copper(II); Cytotoxicity; DNA binding and cleavage; l-Tyrosine