Publication details

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

TRÁVNÍČEK Z. MALOŇ M. ŠINDELÁŘ Z. DOLEŽAL K. ROLČÍK J. KRYŠTOF V. STRNAD M. MAREK Jaromír

Year of publication 2001
Type Article in Periodical
Magazine / Source Journal of Inorganic Biochemistry
MU Faculty or unit

Faculty of Science

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.

You are running an old browser version. We recommend updating your browser to its latest version.

More info