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 50 条
  • [31] Comparative reductive reactivity of SmI2 with TmI2 in the synthesis of lanthanide arene complexes
    Fagin, AA
    Bochkarev, MN
    Kozimor, SA
    Ziller, JW
    Evans, WJ
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2005, 631 (13-14): : 2848 - 2853
  • [32] Chiral arene ruthenium complexes .2. A diastereoselective route to [(eta(6)-benzyl alcohol)(COD)Ru] complexes
    Bodes, G
    Heinemann, F
    Zenneck, U
    CHEMISCHE BERICHTE-RECUEIL, 1997, 130 (09): : 1321 - 1325
  • [33] Stereoselective cyclometalation of planar pro-chiral (η6-Arene)tricarbonylchromium complexes with OC-6-[Ru(CO)2Cl2]n
    Hijazi, Akram
    Djukic, Jean-Pierre
    Allouche, Lionel
    de Cian, Andre
    Pfeffer, Michel
    ORGANOMETALLICS, 2007, 26 (17) : 4180 - 4196
  • [34] Water-soluble arene ruthenium complexes containing pyridinethiolato ligands:: Synthesis, molecular structure, redox properties and anticancer activity of the cations [(η6-arene)Ru(p-SC5H4NH)3]2+
    Gras, Michael
    Therrien, Bruno
    Suess-Fink, Georg
    Stepnicka, Petr
    Renfrew, Anna K.
    Dyson, Paul J.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2008, 693 (21-22) : 3419 - 3424
  • [35] Synthesis and characterization of thiolato-bridged trinuclear heterometal complexes with 2-[(3-aminopropyl)amino]ethanethiol
    Mikuriya, M
    Tsutsumi, H
    Nukada, R
    Handa, M
    Sayama, Y
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1996, 69 (12) : 3489 - 3498
  • [36] Synthesis, Characterization, Reactivity, and Linkage Isomerization of Ru(Cl)2(L)(DMSO)2 Complexes
    Roeser, Stephan
    Maji, Somnath
    Benet-Buchholz, Jordi
    Pons, Josefina
    Llobet, Antoni
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, (02) : 232 - 240
  • [37] Synthesis, Structure, Anticancer Activity of 2-Formylthiophene Thiosemicarbazones and Their Organometallic Ruthenium Complexes
    Liu, Lifeng
    Li, Peiyuan
    Qian, Quanquan
    Lei, Xiaolin
    Huang, Yuxiang
    Zhou, Quan
    Huang, Shan
    Xiao, Qi
    Su, Wei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (04) : 854 - 859
  • [38] Chemistry of Ruthenium Polypyridine Complexes: VIII. Electronic Structure and Reactivity of cis-[Ru(2,2'-Bpy)2(L)Cl]+ Complexes in Excited States
    O. V. Sizova
    N. V. Ivanova
    A. Yu. Ershov
    A. D. Shashko
    Russian Journal of General Chemistry, 2003, 73 : 1846 - 1856
  • [39] Chemisty of ruthenium polypyridine complexes:: VIII.: Electronic structure and reactivity of cis-[Ru(2,2′-bpy)2(L)Cl]+ complexes in excited states
    Sizova, OV
    Ivanova, NV
    Ershov, AY
    Shashko, AD
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2003, 73 (12) : 1846 - 1856
  • [40] Formation of Ruthenium Nitrosyl Complexes: Reactions of Ru(bpy)(CO)2Cl2 and Its Methyl-Substituted Analogues Ru(4,4'-dmbpy)(CO)2Cl2 and Ru(6,6'-dmbpy)(CO)2Cl2 in Oxidizing Acidic Solutions
    Homanen, P.
    Haukka, M.
    Ahlgren, M.
    Pakkanen, T. A.
    Inorganic Chemistry, 36 (17):