Cytotoxic copper (II) mixed ligand complexes: Crystal structure and DNA cleavage activity

被引：39

作者：

Manikandamathavan, Verasuntharam M. ^{[1
]}

Parameswari, Royapuram P. ^{[3
]}

Weyhermueller, Thomas ^{[2
]}

Vasanthi, Hannah R. ^{[3
]}

Nair, Balachandran Unni ^{[1
]}

机构：

[1] Cent Leather Res Inst, Chem Lab, Madras 600020, Tamil Nadu, India

[2] Max Planck Inst Bioanorgan Chem, D-45413 Mulheim, Germany

[3] Sri Ramachandra Univ, Herbal & Indian Med Res Lab, Dept Biochem, Madras 600116, Tamil Nadu, India

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 09期

关键词：

Copper (II) mixed ligand complex; Cytotoxcity; Metallo nucleases; Intercelator; Terpyridine; MOLECULAR RECOGNITION; BINDING; APOPTOSIS; PLATINUM; COOPERATIVITY; NUMBER; DAMAGE; DRUGS;

D O I：

10.1016/j.ejmech.2011.07.030

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two new mixed ligand complexes of copper (II) containing an imidazolyl terpyridine ligand, [Cu(Itpy)(bpy)](ClO4)(2)center dot(H2O), 1, and [Cu(Itpy)(phen) (ClO4)](ClO4)center dot(H2O), 2 have been synthesized and characterized. Complex 1 has been found to possess a distorted square pyramidal geometry whereas 2 exhibit a distorted octahedral geometry. Electronic spectral titrations suggest that 1 and 2 bind to DNA inter-calatively with the binding constant, K-b (4.12 +/- 0.13) x 10(4) M-1 (1) and (6.04 +/- 0.15) x 10(4) M-1 (2). Under physiological condition, in the absence of any external cofactor 2 has been found to bring about DNA cleavage via hydrolytic mechanism but 1 does not bring about any DNA cleavage. Both compounds show antitumor effects on the A549 lung adenocarcinoma cancer cell line. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：4537 / 4547

页数：11

共 51 条

[1] Ruthenium(II) complexes of redox-related, modified dipyridophenazine ligands: Synthesis, characterization, and DNA interaction
Ambroise, A
Maiya, BG
[J]. INORGANIC CHEMISTRY, 2000, 39 (19) : 4256 - 4263
[2] Fine-tuning ligand-receptor design for selective molecular recognition of dicarboxylic acids
Arbuse, Arnau
Anda, Carmen
Angeles Martinez, Ma
Perez-Miron, Javier
Jaime, Carlos
Parella, Teodor
Llobet, Antoni
[J]. INORGANIC CHEMISTRY, 2007, 46 (25) : 10632 - 10638
[3] Dipyridophenazine complexes of cobalt(III) and nickel(II): DNA-Binding and photocleavage studies
Arounaguiri, S
Maiya, BG
[J]. INORGANIC CHEMISTRY, 1996, 35 (14) : 4267 - +
[4] BINDING MODES AND BASE SPECIFICITY OF TRIS(PHENANTHROLINE)RUTHENIUM(II) ENANTIOMERS WITH NUCLEIC-ACIDS - TUNING THE STEREOSELECTIVITY
BARTON, JK
GOLDBERG, JM
KUMAR, CV
TURRO, NJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) : 2081 - 2088
[5] Synthesis, X-ray crystal structures, and phosphate ester cleavage properties of bis(2-pyridylmethyl)amine copper(II) complexes with guanidinium pendant groups
Belousoff, Matthew J.
Tjioe, Linda
Graham, Bim
Spiccia, Leone
[J]. INORGANIC CHEMISTRY, 2008, 47 (19) : 8641 - 8651
[6] Efficient synthesis of pyridines via a sequential solventless aldol condensation and Michael addition
Cave, GWV
Raston, CL
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (24): : 3258 - 3264
[7] CHAO T, 2004, INORG CHEM, V43, P4761
[8] Cisplatin: From DNA damage to cancer chemotherapy
Cohen, SM
Lippard, SJ
[J]. PROGRESS IN NUCLEIC ACID RESEARCH AND MOLECULAR BIOLOGY, VOL 67, 2001, 67 : 93 - 130
[9] Preparation, Crystal Structure and Explosive Properties of Copper(II) Perchlorate Complex with 4-Amino-1,2,4-Triazole and Water
Cudzilo, Stanislaw
Trzcinski, Waldemar
Nita, Marcin
Michalik, Slawomir
Krompiec, Stanislaw
Kruszynski, Rafal
Kusz, Joachim
[J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2011, 36 (02) : 151 - 159
[10] Molecular recognition of DNA by small molecules
Dervan, PB
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (09) : 2215 - 2235

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