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TRÁVNÍČEK, Z., M. MALOŇ, Z. ŠINDELÁŘ, K. DOLEŽAL, J. ROLČÍK, V. KRYŠTOF, M. STRNAD and Jaromír MAREK. 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. Journal of Inorganic Biochemistry. New York, USA: Elsevier, 2001, vol. 84, 1-2, p. 23-32. ISSN 0162-0134.

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TY  - JOUR
ID  - 361653
AU  - Trávníček, Z. - Maloň, M. - Šindelář, Z. - Doležal, K. - Rolčík, J. - Kryštof, V. - Strnad, M. - Marek, Jaromír
PY  - 2001
TI  - 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
JF  - Journal of Inorganic Biochemistry
VL  - 84
IS  - 1-2
SP  - 23
EP  - 23
PB  - Elsevier
SN  - 01620134
KW  - copper(II) complexes
KW  - cytotoxic activity
KW  - CDK inhibitor
KW  - crystal structure;MOLECULAR-STRUCTURE
KW  - DIHYDRATE
KW  - LIGAND
N2  - 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.
ER  -

Basic information
Original name	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., M. MALOŇ, Z. ŠINDELÁŘ, K. DOLEŽAL, J. ROLČÍK, V. KRYŠTOF, M. STRNAD and Jaromír MAREK.
Edition	Journal of Inorganic Biochemistry, New York, USA, Elsevier, 2001, 0162-0134.

Other information
Original language	English
Type of outcome	Article in a journal
Field of Study	10402 Inorganic and nuclear chemistry
Country of publisher	United States of America
Confidentiality degree	is not subject to a state or trade secret
Impact factor	Impact factor: 1.729
RIV identification code	RIV/00216224:14310/01:00004175
Organization unit	Faculty of Science
UT WoS	000168175300004
Keywords in English	copper(II) complexes; cytotoxic activity; CDK inhibitor; crystal structure;MOLECULAR-STRUCTURE; DIHYDRATE; LIGAND
Tags	CDK inhibitor, copper(II) complexes, Crystal Structure, cytotoxic activity, DIHYDRATE, LIGAND, MOLECULAR-STRUCTURE
Changed by	Changed by: doc. RNDr. Jaromír Marek, Ph.D., učo 1989. Changed: 22/6/2001 14:17.

Abstract
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.

Abstract

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.

Links
GA203/00/0152, research and development project	Name: Syntéza, studium a biologická aktivita komplexních sloučenin vybraných přechodných kovů s purinovými deriváty