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Preparation, physicochemical properties and biological activity of copper(II) complexes with 6-(2-chlorobenzylamino)purine (HL1) or 6-(3-chlorobenzylamino)purine (HL2). The single-crystal X-ray structure of [Cu(H+L2)(2)Cl-3]Cl-2H(2)O
Authors | |
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Year of publication | 2001 |
Type | Article in Periodical |
Magazine / Source | Journal of Inorganic Biochemistry |
MU Faculty or unit | |
Citation | |
Field | Inorganic chemistry |
Keywords | copper(II) complexes; cytotoxic activity; CDK inhibitor; crystal structure;MOLECULAR-STRUCTURE; DIHYDRATE; LIGAND |
Description | Copper(II) complexes of 6-(2-chlorobenzylamino)purine (HL,) and 6-(3-chlorobenzylamino)purine (HL2), respectively, were prepared. Depending on the pH of the medium and the molar ratio of reactants the following mononuclear (trigonal-bipyramidal) and dinuclear (octahedral, trigonal-bipyramidal or tetrahedral) complexes were isolated: [Cu-2(mu -HL1)(2)(mu -Cl-2)(2)(HL1)(2)Cl-2] (1a,b), [Cu-2(mu -Cl)(2)(mu -L-1)(2)(H2O)(2)] (2a), [Cu-2(mu -Cl)(2)(mu -L-2)(2)(H2O)(2)] (2b), [Cu(H+L2)(2)Cl-3]Cl .H2O (3a,b), [Cu-2(mu -Cl)(2)(HL1)(2)Cl-2] (4a), and [Cu-2(mu -Cl)(2)(HL2)(2)Cl-2] (4b). The compounds were characterized by elemental analyses, electronic, infrared and mass (FAB+, ES+) spectral data, magnetic susceptibility temperature dependence measurements and molar conductivity data. An X-ray single-crystal structural analysis of [Cu(H+L2)(2)Cl-3]Cl . 2H(2)O (3b) showed that the Cu2+ ion is penta-coordinated by three chloride ions and by two H+L2 ligands. Thus, the Cu2+ ion adopts a distorted trigonal bipyramidal coordination geometry with the protonated H+L2 ligands coordinated in trans apical positions, while the three chloride ions are situated in an equatorial plane. The cytotoxic activity of the complexes was determined by a calcein AM assay. Mouse melanoma cell line B16-FO, human malignant melanoma cell line G361, human osteogenic sarcoma cell line HOS and human breast adenocarcinoma cell line MCF7 were used. IC50 values, the drug concentrations lethal to 50% of the tumor cells, were estimated. One of the important mechanisms responsible for the cytotoxicity of cytokinin-derived compounds, the inhibition of cyclin-dependent kinases by the studied complexes, was also determined. (C) 2001 Elsevier Science B.V. All rights reserved. |