Synthesis, characterization and cytotoxicity of cyclopentadienyl ruthenium(II) complexes containing carbohydrate-derived ligands

被引:26
|
作者
Florindo, Pedro [1 ]
Marques, Ines J. [2 ]
Nunes, Carla D. [2 ]
Fernandes, Ana C. [1 ]
机构
[1] Univ Lisbon, Inst Super Tecn, Ctr Quim Estrutural, P-1049001 Lisbon, Portugal
[2] Univ Lisbon, Fac Ciencias, Ctr Quim & Bioquim, P-1749016 Lisbon, Portugal
关键词
Ruthenium(II); Cyclopentadienyl; Carbohydrates; Organometallic; Cytotoxicity; BIOLOGICALLY IMPORTANT LIGANDS; CANCER-CELL-GROWTH; IN-VITRO; DERIVATIVE COMPLEXES; ANTICANCER ACTIVITY; METAL-COMPLEXES; INHIBITION; PHOSPHITES; CHEMISTRY; CLUSTER;
D O I
10.1016/j.jorganchem.2013.09.004
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
We here report the synthesis of new cyclopentadienyl ruthenium(II) complexes of general formula [(eta(5)-C5H5)Ru(PP)(L)](+) (PP = two triphenylphosphine, 1,2-diphenylphosphinoethane), isolated as PF6- salts, with L being galactose and fructose carbohydrate derivative ligands, N-coordinated to the metal centre by nitrile, tetrazole and 1,3,4-oxadiazole moieties. The ten new organometallic compounds were fully characterized by FT-IR, H-1, C-13, and P-31 NMR spectroscopies, and by elemental analysis. The cytotoxicity of the ruthenium(II) compounds was tested on HeLa cancer cells (cervical carcinoma), unveiling IC50 values in the low micromolar range. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:240 / 247
页数:8
相关论文
共 50 条
  • [1] Synthesis and Metal Complexes of Thiourea Ligands Containing Carbohydrate-Derived Substituents
    Sternberg, Michelle
    Rust, Joerg
    Lehmann, Christian W.
    Mohr, Fabian
    [J]. HELVETICA CHIMICA ACTA, 2013, 96 (02) : 280 - 288
  • [2] Cyclopentadienyl and indenyl ruthenium(II) complexes containing diazafluorenone derivative ligands: Syntheses, characterization, antibacterial and cytotoxicity studies
    Sawkmie, Merrily
    Banothu, Venkanna
    Verma, Akalesh Kumar
    Paul, Anirban Kumar
    Krajewski, Sebastian
    Kaminsky, Werner
    Kollipara, Mohan Rao
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2023, 1001
  • [3] DNA interaction and cytotoxicity studies of new ruthenium(II) cyclopentadienyl derivative complexes containing heteroaromatic ligands
    Moreno, Virtudes
    Font-Bardia, Merce
    Calvet, Teresa
    Lorenzo, Julia
    Aviles, Francesc X.
    Garcia, M. Helena
    Morais, Tania S.
    Valente, Andreia
    Robalo, M. Paula
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2011, 105 (02) : 241 - 249
  • [4] Synthesis pathway to carbohydrate-derived salicylidene hydrazides as ligands for oxovanadium complexes
    Becher, J.
    Seidel, I.
    Plass, W.
    Klemm, D.
    [J]. TETRAHEDRON, 2006, 62 (24) : 5675 - 5681
  • [5] Synthesis of cyclopentadienyl ruthenium(II) complexes containing tethered functionalities
    Leong, Wei Lin Janet
    Garland, Marc V.
    Goh, Lai Yoong
    Leong, Weng Kee
    [J]. INORGANICA CHIMICA ACTA, 2009, 362 (06) : 2089 - 2092
  • [6] Synthesis and characterisation of ruthenium(II) complexes containing ferrocenyl-derived ligands
    Nunes, CD
    Santos, TM
    Carapuça, HM
    Hazell, A
    Pillinger, M
    Madureira, J
    Xue, WM
    Kühn, FE
    Gonçalves, IS
    [J]. NEW JOURNAL OF CHEMISTRY, 2002, 26 (10) : 1384 - 1388
  • [7] Synthesis and characterization of some novel ruthenium(II) complexes containing thiolate ligands
    Kumar, Prashant
    Yadav, Mahendra
    Singh, Ashish Kumar
    Pandey, Daya Shankar
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (07) : 994 - 1001
  • [8] Influence of the stereochemistry of sugars on the selectivity of formation of carbohydrate-derived cyclopentadienyl and indenyl ligands
    Lai, Richard
    Martin, Sandrine
    Touret, Renaud
    [J]. DALTON TRANSACTIONS, 2006, (28) : 3478 - 3484
  • [9] Synthesis, characterization and DNA binding studies of two cyclopentadienyl ruthenium(II) complexes with amino acid ligands
    Lu, Xiu Lian
    Zhang, Lin
    Lou, Ji-Dong
    Yan, Juan
    Nong, Ping-Sheng
    Chen, Xiao-Hong
    Yang, Juan-Juan
    Gao, Min
    [J]. TRANSITION METAL CHEMISTRY, 2010, 35 (05) : 513 - 519
  • [10] Synthesis, characterization and DNA binding studies of two cyclopentadienyl ruthenium(II) complexes with amino acid ligands
    Xiu Lian Lu
    Lin Zhang
    Ji-Dong Lou
    Juan Yan
    Ping-Sheng Nong
    Xiao-Hong Chen
    Juan-Juan Yang
    Min Gao
    [J]. Transition Metal Chemistry, 2010, 35 : 513 - 519