Novel titanocene anti-cancer drugs derived from fulvenes and titanium dichloride

被引:97
|
作者
Tacke, M [1 ]
Allen, LT
Cuffe, L
Gallagher, WM
Ying, L
Mendoza, O
Müller-Bunz, H
Rehmann, FJK
Sweeney, N
机构
[1] Univ Coll Dublin, CSCB, Conway Inst Biomol & Biomed Res, Dept Chem, Dublin 4, Ireland
[2] Univ Coll Dublin, Dept Pharmacol, Conway Inst Biomol & Biomed Res, Dublin 4, Ireland
关键词
anti-cancer drug; cis-platinum; titanocene; fulvene; LLC-PK; A2780/cp70;
D O I
10.1016/j.jorganchem.2004.04.015
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Starting from 6-(p-N,N-dimethylanilinyl)fulvene (1a) or 6-(pentamethylphenyl)fulvene (1b) [1,2-di(cyclopentadienyl)-1,2di(p-N,N-dimethylaminophenyl)ethanediyl] titanium dichloride (2a) and [1,2-di(cyclopentadienyl)-1,2-bis(pentamethylphenyl)ethanediyl] titanium dichloride (2b) and their corresponding dithiocyanato complexes (3a, 3b) were synthesized. Titanocene 2b did not show a cytotoxic effect, but when 2a was tested against pig kidney carcinoma cells (LLC-PK) or human ovarian carcinoma cells (A2780/cp70) inhibitory concentrations (IC50) of 2.7 x 10(-4) and 1.9 x 10(-4) M, respectively, were observed. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:2242 / 2249
页数:8
相关论文
共 50 条
  • [1] Heteroaryl substituted ansa-titanocene anti-cancer drugs derived from fulvenes and titanium dichloride
    Rehmann, FJK
    Cuffe, LP
    Mendoza, O
    Rai, DK
    Sweeney, N
    Strohfeldt, K
    Gallagher, WM
    Tacke, M
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2005, 19 (03) : 293 - 300
  • [2] Methoxy-phenyl substituted ansa-titanocenes as potential anti-cancer drugs derived from fulvenes and titanium dichloride
    Tacke, M
    Cuffe, LP
    Gallagher, WM
    Lou, Y
    Mendoza, O
    Müller-Bunz, H
    Rehmann, FJK
    Sweeney, N
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2004, 98 (12) : 1987 - 1994
  • [3] Novel benzyl substituted titanocene anti-cancer drugs
    Sweeney, NJ
    Mendoza, O
    Müller-Bunz, H
    Pampillón, C
    Rehmann, FJK
    Strohfeldt, K
    Tacke, M
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (21-22) : 4537 - 4544
  • [4] Bioorganometallic fulvene-derived titanocene anti-cancer drugs
    Strohfeldt, Katja
    Tacke, Matthias
    [J]. CHEMICAL SOCIETY REVIEWS, 2008, 37 (06) : 1174 - 1187
  • [5] Enhanced anti-cancer activities of some derivatives of titanocene dichloride
    Boyles, JR
    Baird, MC
    Campling, BG
    Jain, N
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2001, 84 (1-2) : 159 - 162
  • [6] Novel titanocene anti-cancer drugs and their effect on apoptosis and the apoptotic pathway in prostate cancer cells
    K. O'Connor
    C. Gill
    M. Tacke
    F.-J. K. Rehmann
    K. Strohfeldt
    N. Sweeney
    J. M. Fitzpatrick
    R. W. G. Watson
    [J]. Apoptosis, 2006, 11 : 1205 - 1214
  • [7] Novel titanocene anti-cancer drugs and their effect on apoptosis and the apoptotic pathway in prostate cancer cells
    O'Connor, K.
    Gill, C.
    Tacke, M.
    Rebmann, F. -J. K.
    Strohfeldt, K.
    Sweeney, N.
    Fitzpatrick, J. M.
    Watson, R. W. G.
    [J]. APOPTOSIS, 2006, 11 (07) : 1205 - 1214
  • [8] COMPLEXES DERIVED FROM TITANOCENE DICHLORIDE WITH CENTROMETALATED PSEUDOASYMMETRY
    LEBLANC, JC
    MOISE, C
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 131 (01) : 35 - 42
  • [9] Novel anti-cancer drugs and therapeutic approaches
    Bergmann-Leitner, E
    [J]. CURRENT PHARMACEUTICAL DESIGN, 2006, 12 (03) : 259 - 260
  • [10] NOVEL POTENTIAL ANTI-CANCER AGENTS DERIVED FROM BENZIMIDAZOLE
    IBRAHIM, ESA
    OMAR, AMME
    KHALIL, MA
    [J]. JOURNAL OF PHARMACEUTICAL SCIENCES, 1980, 69 (11) : 1348 - 1350