Synthesis, cytotoxic activity and DNA interaction of Pd(II) complexes bearing N′-methyl-3,5-dimethyl-1-thiocarbamoylpyrazole

被引:14
作者
Barra, Carolina V. [1 ]
Rocha, Fillipe V. [1 ]
Gautier, Arnaud [2 ]
Morel, Laurent [3 ]
Quilles, Marcela B. [4 ]
Carlos, Iracilda Z. [4 ]
Treu-Filho, Oswaldo [1 ]
Frem, Regina C. G. [1 ]
Mauro, Antonio E. [1 ]
Netto, Adelino V. G. [1 ]
机构
[1] UNESP Univ Estadual Paulista, Inst Quim Araraquara, Dept Quim Geral & Inorgan, BR-14801970 Sao Paulo, Brazil
[2] Univ Blaise Pascal, ICCF, Clermont Univ, CNRS,UMR 6296, F-63177 Aubiere, France
[3] Univ Blaise Pascal, Clermont Univ, GreD UMR CNRS 6247, INSERM U931, F-63177 Aubiere, France
[4] UNESP Univ Estadual Paulista, Fac Ciencias Farmaceut Araraquara, Dept Anal Clin, BR-14801902 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
Palladium(II); N '-methyl-3,5-dimethyl-1-thiocarbamoylpyrazole; Spectroscopy; DNA binding; Cytotoxicity; IN-VITRO; PALLADIUM(II) COMPLEXES; BIOLOGICAL EVALUATION; PYRAZOLE DERIVATIVES; ANTIAMEBIC ACTIVITY; ANTICANCER DRUGS; LIGANDS; CYCLOADDITION; COMPOUND; THIOUREA;
D O I
10.1016/j.poly.2013.08.040
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new series of complexes of general formulae [PdX2(tmdmPz)] {X = Cl (1), Br (2), I (3), SCN (4); tmdmPz = N'-methyl-3,5-dimethyl-1-thiocarbamoylpyrazole} have been synthesized and characterized by elemental analysis, molar conductivities, IR, H-1 and C-13{H-1} NMR spectroscopy. In these complexes, the tmdmPz coordinates to Pd(II) center as a neutral N,S-chelating ligand. The geometries of the complexes have been optimized with the DFT method. Cytotoxicity evaluation against LM3 (mammary adenocarcinoma) and LP07 (lung adenocarcinoma) cell lines indicated that complexes 1-4 were more active than cisplatin. The binding of the complexes with a purine base (guanosine) was investigated by H-1 NMR and mass spectrometry, showing that the coordination of guanosine occurs through N7. Electrophoretic DNA migration studies showed that all of them modify the DNA tertiary structure. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:214 / 220
页数:7
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