Pd(II) complexes with N-substituted pyrazoles as ligands. The influence of the R group [OMe versus NMe2] of [1-{Re(CH2)2-}-3,5-Ph2-(C3HN2)] on their cytotoxic activity on breast cancer cell lines

被引:9
|
作者
Chukwu, John U. [1 ]
Lopez, Concepcion [1 ]
Gonzalez, Asensio [2 ]
Font-Bardia, Merce [3 ]
Teresa Calvet, M. [4 ]
Messeguer, Ramon [5 ]
Calvis, Carme [5 ]
机构
[1] Univ Barcelona, Fac Quim, Dept Quim Inorgan, E-08028 Barcelona, Spain
[2] Univ Barcelona, Fac Farm, Inst Biomed IBUB, Lab Quim Organ, E-08028 Barcelona, Spain
[3] Univ Barcelona, Ctr Cient & Tecnol, Unitat Difraccio Raigs X, E-08028 Barcelona, Spain
[4] Univ Barcelona, Fac Geol, Dept Cristallog Mineral & Diposits Minerals, E-08028 Barcelona, Spain
[5] Parc Cient Barcelona, Leitat Tecnol Ctr, Div Biomed, E-08028 Barcelona, Spain
关键词
Palladium(II) complexes; Cyclopalladation; In vitro studies; Antitumoral activity; Breast cancer; PALLADIUM(II) COMPLEXES; IN-VITRO; STRUCTURAL-CHARACTERIZATION; PLATINUM(II) COMPLEXES; BIOLOGICAL EVALUATION; CRYSTAL-STRUCTURES; PT(II) COMPLEXES; BIOORGANOMETALLIC CHEMISTRY; CYCLOPALLADATED COMPLEXES; ALCOHOL FUNCTIONALITY;
D O I
10.1016/j.jorganchem.2014.04.034
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The study of the reactivity of the novel pyrazole derivative [1-{MeOe(CH2)(2)-}-3,5-PH2-(C3HN2)] (1) with Na-2[PdCl4] or Pd(OAc)(2) under different experimental conditions has allowed us to isolate and characterize the trans-isomers of [Pd{[1-{MeOe(CH2)(2)-}-3,5-PH2-(C3HN2)]}(2)(X)(2)] [X = Cl (2) or OAc (3)] and the di-m-ligand bridged cyclopalladated complexes [Pd{kappa(2),C,N[1-{MeOe(CH2)(2)-}-3-(C6H4), 5-Ph-(C3HN2)]}(mu-X)](2) [X = OAc (4) or Cl (5)]. Further treatment of compounds 4 or 5 with PPh3 in CH2Cl2 produced the bridge splitting and the formation of [Pd{kappa(2),C,N[1-{MeOe(CH2)(2)-}-3-(C6H4), 5-Ph-(C3HN2)]}X(PPh3)] [X = OAc (6) or Cl (7)]. The cytotoxic assessment of the free ligand (1) and the Pd(II) complexes on the two breast cancer cell lines MCF7 and MDA-MB231 reveals that: a) compound 1 is less active than its analogue [1-{Me2N-(CH2)(2)-}-3,5-Ph(2)e(C3HN2)] (Ic) and b) palladacycles 4-7 showed a remarkable cytotoxic activity in the MDA-MB231 cell line (with IC50 values in the range 9.1-14.4 mu M). (C) 2014 Elsevier B. V. All rights reserved.
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页码:13 / 21
页数:9
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