Influence of the Tr-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes

被引:26
|
作者
Hanif, Muhammad [1 ,2 ,3 ]
Meier, Samuel M. [2 ,4 ]
Nazarov, Alexey A. [2 ,5 ,6 ]
Risse, Julie [6 ]
Legin, Anton [2 ]
Casini, Angela [7 ]
Jakupec, Michael A. [2 ,4 ]
Keppler, Bernhard K. [2 ,4 ]
Hartinger, Christian G. [1 ,2 ,4 ]
机构
[1] Univ Auckland, Sch Chem Sci, Private Bag 92019, Auckland 1142, New Zealand
[2] Univ Vienna, Inst Inorgan Chem, Vienna, Austria
[3] COMSATS Inst Informat Technol, Dept Chem, Abbottabad, Pakistan
[4] Univ Vienna, Res Platform Translat Canc Therapy Res, Vienna, Austria
[5] Moscow MV Lomonosov State Univ, Dept Chem, Moscow, Russia
[6] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, Lausanne, Switzerland
[7] Univ Groningen, Res Inst Pharm, Pharmacokinet Toxicol & Targeting, Groningen, Netherlands
基金
奥地利科学基金会; 俄罗斯基础研究基金会;
关键词
anticancer activity; bioorganometallic chemistry; carbohydrates; phosphorus ligands; ruthenium arene compounds;
D O I
10.3389/fchem.2013.00027
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis and in vitro cytotoxicity of a series of Rull(arene) complexes with carbohydrate-derived phosphite ligands and various arene co-ligands is described. The arene ligand has a strong influence on the in vitro anticancer activity of this series of compounds, which correlates fairly well with cellular accumulation. The most lipophilic compound bearing a biphenyl moiety and a cyclohexylidene-protected carbohydrate is the most cytotoxic with unprecedented IC50 values for the compound class in three human cancer cell lines. This compound shows reactivity to the DNA model nucleobase 9-ethylguanine, but does not alter the secondary structure of plasmid DNA, indicating that other biological targets are responsible for its cytotoxic effect.
引用
收藏
页码:1 / 7
页数:7
相关论文
共 50 条
  • [1] Modulating the Anticancer Activity of Ruthenium(II)-Arene Complexes
    Clavel, Catherine M.
    Paunescu, Emilia
    Nowak-Sliwinska, Patrycja
    Griffioen, Arjan W.
    Scopelliti, Rosario
    Dyson, Paul J.
    JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (08) : 3356 - 3365
  • [2] Anticancer activity of multinuclear arene ruthenium complexes coordinated to dendritic polypyridyl scaffolds
    Govender, Preshendren
    Antonels, Nathan C.
    Mattsson, Johan
    Renfrew, Anna K.
    Dyson, Paul J.
    Moss, John R.
    Therrien, Bruno
    Smith, Gregory S.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (21) : 3470 - 3476
  • [3] Organometallic chemistry, biology and medicine: ruthenium arene anticancer complexes
    Yan, YK
    Melchart, M
    Habtemariam, A
    Sadler, PJ
    CHEMICAL COMMUNICATIONS, 2005, (38) : 4764 - 4776
  • [4] Photoactivatable Organometallic Pyridyl Ruthenium(II) Arene Complexes
    Betanzos-Lara, Soledad
    Salassa, Luca
    Habtemariam, Abraha
    Novakova, Olga
    Pizarro, Ana M.
    Clarkson, Guy J.
    Liskova, Barbora
    Brabec, Viktor
    Sadler, Peter J.
    ORGANOMETALLICS, 2012, 31 (09) : 3466 - 3479
  • [5] Influence of the Arene Ligand and the Leaving Group on the Anticancer Activity of (Thio)maltol Ruthenium(II)-(η6-Arene) Complexes
    Hanif, Muhammad
    Schaaf, Patricia
    Kandioller, Wolfgang
    Hejl, Michaela
    Jakupec, Michael A.
    Roller, Alexander
    Keppler, Bernhard K.
    Hartinger, Christian G.
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (11) : 1521 - 1528
  • [6] Synthesis and anticancer activity of carbosilane metallodendrimers based on arene ruthenium(II) complexes
    Maroto-Diaz, Marta
    Elie, Benelita T.
    Gomez-Sal, Pilar
    Perez-Serrano, Jorge
    Gomez, Rafael
    Contel, Maria
    Javier de la Mata, F.
    DALTON TRANSACTIONS, 2016, 45 (16) : 7049 - 7066
  • [7] Organometallic Ruthenium(II) Arene Compounds with Antiangiogenic Activity
    Nowak-Sliwinska, Patrycja
    van Beijnum, Judy R.
    Casini, Angela
    Nazarov, Alexey A.
    Wagnieres, Georges
    van den Bergh, Hubert
    Dyson, Paul J.
    Griffioen, Arjan W.
    JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (11) : 3895 - 3902
  • [8] The design of organometallic ruthenium arene anticancer agents
    Dougan, Sarah J.
    Sadler, Peter J.
    CHIMIA, 2007, 61 (11) : 704 - 715
  • [10] From Sunscreen to Anticancer Agent: Ruthenium(II) Arene Avobenzone Complexes Display Potent Anticancer Activity
    Pettinari, Riccardo
    Marchetti, Fabio
    Petrini, Agnese
    Pettinari, Claudio
    Lupidi, Giulio
    Smolenski, Piotr
    Scopelliti, Rosario
    Riedel, Tina
    Dyson, Paul J.
    ORGANOMETALLICS, 2016, 35 (21) : 3734 - 3742