Thiolato-Bridged Arene-Ruthenium Complexes: Synthesis, Molecular Structure, Reactivity, and Anticancer Activity of the Dinuclear Complexes [(arene)2Ru2(SR)2Cl2]

被引:51
作者
Ibao, Anne-Flore [1 ]
Gras, Michael [1 ]
Therrien, Bruno [1 ]
Suess-Fink, Georg [1 ]
Zava, Olivier [2 ]
Dyson, Paul J. [2 ]
机构
[1] Univ Neuchatel, Inst Chim, CH-2000 Neuchatel, Switzerland
[2] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland
基金
瑞士国家科学基金会;
关键词
Ruthenium; Arene ligands; Thiolato bridges; Cytotoxicity; DIRUTHENIUM COMPLEXES; BENZENE; AGENTS;
D O I
10.1002/ejic.201101057
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Treatment of an areneruthenium dichloride dimer with thiols RSH to lead to cationic trithiolato complexes of the type [(arene)2Ru2(SR)3]+ was shown to proceed through the neutral thiolato complexes [(arene)2Ru2(SR)2Cl2], which have been isolated and characterized for arene = p-MeC6H4iPr and R = CH2Ph (1), CH2CH2Ph (2), CH2C6H4-p-tBu (3), and C6H11 (4). The single-crystal X-ray structure analysis of the p-tert-butylbenzyl derivative 3 reveals that the two ruthenium atoms are bridged by the two thiolato ligands without a metalmetal bond. The neutral dithiolato complexes[(arene)2Ru2(SR)2Cl2] (13) are intermediates in the formation of the cationic trithiolato complexes [(arene)2Ru2(SR)3]+ (57). Of the new [(arene)2Ru2(SR)2Cl2] complexes, derivative 2 is highly cytotoxic against human ovarian cancer cells, with IC50 values of 0.20 mu M for the A2780 cell line and 0.31 for the cisplatin-resistant cell line A2780cisR.
引用
收藏
页码:1531 / 1535
页数:5
相关论文
共 31 条
  • [1] Classical and non-classical ruthenium-based anticancer drugs: Towards targeted chemotherapy
    Ang, Wee Han
    Dyson, Paul J.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2006, (20) : 4003 - 4018
  • [2] [Anonymous], COMPREHENSIVE ORGANO
  • [3] ARENE RUTHENIUM(II) COMPLEXES FORMED BY DEHYDROGENATION OF CYCLOHEXADIENES WITH RUTHENIUM(III) TRICHLORIDE
    BENNETT, MA
    SMITH, AK
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1974, (02): : 233 - 241
  • [4] (ETA-6-HEXAMETHYLBENZENE)RUTHENIUM COMPLEXES
    BENNETT, MA
    HUANG, TN
    MATHESON, TW
    SMITH, AK
    [J]. INORGANIC SYNTHESES, 1982, 21 : 74 - 78
  • [5] Di-μ-chloro-bis[(μ6-benzene) chlororuthenium(II)] chloroform disolvate
    Canivet, J
    Therrien, B
    Süss-Fink, G
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : M1090 - M1091
  • [6] Chérioux F, 2003, EUR J INORG CHEM, P1043
  • [7] Synthesis and structural characterisation of new cationic dinuclear ruthenium(II) thiolato complexes of the type [Ru2(η6-arene)2(μ-p-S-C6H4-Br)3]+
    Chérioux, F
    Therrien, B
    Süss-Fink, G
    [J]. INORGANICA CHIMICA ACTA, 2004, 357 (03) : 834 - 838
  • [8] Specific reactivity of SH versus OH functions towards dinuclear arene ruthenium units:: synthesis of cationic complexes of the type [(arene)2Ru2(SR)3]+
    Chérioux, F
    Thomas, CM
    Monnier, T
    Süss-Fink, G
    [J]. POLYHEDRON, 2003, 22 (04) : 543 - 548
  • [9] PREPARATION, PROPERTIES, AND SOME REACTIONS OF NOVEL RUTHENIUM THIOLATE COMPLEXES
    DEV, S
    IMAGAWA, K
    MIZOBE, Y
    CHENG, GB
    WAKATSUKI, Y
    YAMAZAKI, H
    HIDAI, M
    [J]. ORGANOMETALLICS, 1989, 8 (05) : 1232 - 1237
  • [10] The design of organometallic ruthenium arene anticancer agents
    Dougan, Sarah J.
    Sadler, Peter J.
    [J]. CHIMIA, 2007, 61 (11) : 704 - 715