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Issue 23, 2017
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Ruthenium arene complexes with triphenylphosphane ligands: cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution

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Abstract

The ruthenium-arene complexes [(η6-p-cymene)RuCl2P-PPh2(4-C6H4CO2H))], 1, [(η6-p-cymene)RuCl(κ2P,O-PPh2(2-C6H4CO2))], 2, [(η6-p-cymene)RuCl2P-PPh2(2-C6H4OCO-EA))], 3, and [(η6-p-cymene)RuCl2P-PPh2(4-C6H4CO2CH2CH2OCO-EA))], 4 (EA-CO2H = ethacrynic acid), were synthesized in good to high yields and characterized by analytical techniques, IR, UV-Vis and multinuclear NMR spectroscopy, and single crystal X-ray diffraction in the cases of 1 and 2. The unstable compounds [(η6-arene)RuCl2P-PPh2(2-C6H4CO2CH2CH2OCO-EA))] (arene = p-cymene, 5a; arene = C6H6, 5b) were obtained and identified in solution by NMR. Electrochemical and spectro-electrochemical experiments were performed in order to assess the redox behaviour of 1–4 in CH2Cl2. The in vitro cytotoxicity of 1–4 was determined on the human pancreatic cancer cell line BxPC3 and the mouse embryo fibroblast Balb/3T3 Clone A31 cell line, the latter acting as a model for normal cells. Furthermore, the interaction of 1, 3 and 4 with two model proteins was investigated by high resolution ESI-MS.

Graphical abstract: Ruthenium arene complexes with triphenylphosphane ligands: cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution

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Supplementary files

Article information


Submitted
27 Jun 2017
Accepted
24 Oct 2017
First published
24 Oct 2017

New J. Chem., 2017,41, 14574-14588
Article type
Paper

Ruthenium arene complexes with triphenylphosphane ligands: cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution

L. Biancalana, A. Pratesi, F. Chiellini, S. Zacchini, T. Funaioli, C. Gabbiani and F. Marchetti, New J. Chem., 2017, 41, 14574
DOI: 10.1039/C7NJ02300F

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