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Molecules 2014, 19(6), 8080-8092; doi:10.3390/molecules19068080

RutheniumII(η6-arene) Complexes of Thiourea Derivatives: Synthesis, Characterization and Urease Inhibition

1
School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand
2
Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad 22060, Pakistan
3
Centre for Advanced Drug Research, COMSATS Institute of Information Technology, Abbottabad 22060, Pakistan
4
Institute of Inorganic Chemistry, University of Vienna, Waehringer Str. 42, Vienna 1090, Austria
*
Authors to whom correspondence should be addressed.
Received: 20 May 2014 / Revised: 10 June 2014 / Accepted: 10 June 2014 / Published: 16 June 2014
(This article belongs to the Special Issue Practical Applications of Metal Complexes)
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Abstract

RuII(arene) complexes have emerged as a versatile class of compounds to design metallodrugs as potential treatment for a wide range of diseases including cancer and malaria. They feature modes of action that involve classic DNA binding like platinum anticancer drugs, may covalent binding to proteins, or multimodal biological activity. Herein, we report the synthesis and urease inhibition activity of RuII(arene) complexes of the general formula [RuII(η6-p-cymene)(L)Cl2] and [RuII(η6-p-cymene)(PPh3)(L)Cl]PF6 with S-donor systems (L) based on heterocyclic thiourea derivatives. The compounds were characterized by 1H-, 13C{1H}- and 31P{1H}-NMR spectroscopy, as well as elemental analysis. The crystal structure of [chlorido(η6-p-cymene)(imidazolidine-2-thione)(triphenylphosphine)ruthenium(II)] hexafluorophosphate 11 was determined by X-ray diffraction analysis. A signal in the range 175–183 ppm in the 13C{1H}-NMR spectrum indicates the presence of a thione rather than a thiolate. This observation was also confirmed in the solid state by X-ray diffraction analysis of 11 which shows a C=S bond length of 1.720 Å. The compounds were tested for urease inhibitory activity and the thiourea-derived ligands exhibited moderate activity, whereas their corresponding Ru(arene) complexes were not active. View Full-Text
Keywords: thiourea; triphenylphosphine; urease inhibition; Ru(arene) complexes thiourea; triphenylphosphine; urease inhibition; Ru(arene) complexes
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MDPI and ACS Style

Hanif, M.; Nawaz, M.A.H.; Babak, M.V.; Iqbal, J.; Roller, A.; Keppler, B.K.; Hartinger, C.G. RutheniumII(η6-arene) Complexes of Thiourea Derivatives: Synthesis, Characterization and Urease Inhibition. Molecules 2014, 19, 8080-8092.

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