The Cu(II) complexes [Cu(bpdmpz)Cl]ClO4 (1), [Cu(bdmpzp)Cl]ClO4 (2-ClO4), [Cu(bdmpzp)Cl]PF6 (2-PF6) and [Cu(tdmpza)Cl]ClO4 (3), bpdmpzp=[bis[((2-pyridylmethyl)-di(3,5-dimethyl-1H-pyrazolyl)methyl)]amine, bdmpzp=[bis((di(3,5-dimethyl-1H-pyrazolyl)methyl)-(2-pyridylmethyl)]amine and tdmpza=tris[di(3,5-dimethyl-1H-pyrazolyl)-methyl)]amine were synthesized and characterized by elemental analysis, magnetic and conductivity measurements, electrospray-ionization mass spectrometry, infrared and electronic spectroscopy, and X-ray crystallography. The magnetic properties of the complexes, measured at variable temperature, revealed weak antiferromagnetic intermolecular interactions. The cytotoxicity of the complexes 1, 2-ClO4, 3, and 4 ([Cu(bedmpzp)Cl]PF6, where bedmpzp=[bis(3,5-dimethyl-1H-pyrazol-1-yl-1-ethyl)-(2-pyridylmethyl)]amine), was investigated against four human cancer cell lines: A2780 (ovarian), A2780R (cisplatin-resistant variant), HOS (aggressive bone tumors), CaCo2 (epithelial colorectal adenocarcinoma) and on healthy human hepatocytes. The complex 4 was the most cytotoxic one, with IC50=1.4μM (A2780), 8.3μM (A2780R), 4.7μM (HOS) and 10.8μM (CaCo2). The mass spectrometry-based interaction studies, involving selected sulfur-containing biomolecules and small model proteins, revealed pro-oxidant effects of complexes 1 and 4 and differences in stability of both complexes in the mixtures containing the model protein cytochrome c after 24h incubation, complex 1 formed 1:1 adduct, the formation of which was accompanied by the loss of one dimethylpyrazole pendant arm from the bpdmpz ligand, while the complex 4 composition remained intact and the complex formed both 1:1 and 1:2 adducts (cytochrome c vs. Cu(II)-complex).

Department of Chemistry University of Louisiana at Lafayette Lafayette LA 70504 USA

Division of Biologically Active Complexes and Molecular Magnets Regional Centre of Advanced Technologies and Materials Faculty of Science Palacký University Šlechtitelů 27 CZ 783 71 Olomouc Czech Republic

Institut für Anorganische Chemische Technische Universität Graz Stremayrgasse 9 5 A 8010 Graz Austria

Institut für Physikalische and Theoretische Chemie Technische Universität Graz Stremayrgasse 9 2 A 8010 Graz Austria

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