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Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (T2) or 3,5-di-CF(3) substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different behavior is observed for gold complexes, a linear geometry wi...

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Autores principales: Canudo-Barreras, Guillermo, Ortego, Lourdes, Izaga, Anabel, Marzo, Isabel, Herrera, Raquel P., Gimeno, M. Concepción
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8619901/
https://www.ncbi.nlm.nih.gov/pubmed/34833983
http://dx.doi.org/10.3390/molecules26226891
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author Canudo-Barreras, Guillermo
Ortego, Lourdes
Izaga, Anabel
Marzo, Isabel
Herrera, Raquel P.
Gimeno, M. Concepción
author_facet Canudo-Barreras, Guillermo
Ortego, Lourdes
Izaga, Anabel
Marzo, Isabel
Herrera, Raquel P.
Gimeno, M. Concepción
author_sort Canudo-Barreras, Guillermo
collection PubMed
description In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (T2) or 3,5-di-CF(3) substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different behavior is observed for gold complexes, a linear geometry with coordination only to the phosphorus atom or an equilibrium between the linear and three-coordinated species is present, whereas for silver complexes the coordination of the ligand as P^S chelate is found. The thiourea ligands and their complexes were explored against different cancer cell lines (HeLa, A549, and Jurkat). The thiourea ligands do not exhibit relevant cytotoxicity in the tested cell lines and the coordination of a metal triggers excellent cytotoxic values in all cases. In general, data showed that gold complexes are more cytotoxic than the silver compounds with T1, in particular the complexes [AuT1(PPh(3))]OTf, the bis(thiourea) [Au(T1)(2)]OTf and the gold-thiolate species [Au(SR)T1]. In contrast, with T2 better results are obtained with silver species [AgT1(PPh(3))]OTf and the [Ag(T1)(2)]OTf. The role played by the ancillary ligand bound to the metal is important since it strongly affects the cytotoxic activity, being the bis(thiourea) complex the most active species. This study demonstrates that metal complexes derived from thiourea can be biologically active and these compounds are promising leads for further development as potential anticancer agents.
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spelling pubmed-86199012021-11-27 Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties Canudo-Barreras, Guillermo Ortego, Lourdes Izaga, Anabel Marzo, Isabel Herrera, Raquel P. Gimeno, M. Concepción Molecules Article In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (T2) or 3,5-di-CF(3) substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different behavior is observed for gold complexes, a linear geometry with coordination only to the phosphorus atom or an equilibrium between the linear and three-coordinated species is present, whereas for silver complexes the coordination of the ligand as P^S chelate is found. The thiourea ligands and their complexes were explored against different cancer cell lines (HeLa, A549, and Jurkat). The thiourea ligands do not exhibit relevant cytotoxicity in the tested cell lines and the coordination of a metal triggers excellent cytotoxic values in all cases. In general, data showed that gold complexes are more cytotoxic than the silver compounds with T1, in particular the complexes [AuT1(PPh(3))]OTf, the bis(thiourea) [Au(T1)(2)]OTf and the gold-thiolate species [Au(SR)T1]. In contrast, with T2 better results are obtained with silver species [AgT1(PPh(3))]OTf and the [Ag(T1)(2)]OTf. The role played by the ancillary ligand bound to the metal is important since it strongly affects the cytotoxic activity, being the bis(thiourea) complex the most active species. This study demonstrates that metal complexes derived from thiourea can be biologically active and these compounds are promising leads for further development as potential anticancer agents. MDPI 2021-11-16 /pmc/articles/PMC8619901/ /pubmed/34833983 http://dx.doi.org/10.3390/molecules26226891 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Canudo-Barreras, Guillermo
Ortego, Lourdes
Izaga, Anabel
Marzo, Isabel
Herrera, Raquel P.
Gimeno, M. Concepción
Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_full Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_fullStr Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_full_unstemmed Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_short Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_sort synthesis of new thiourea-metal complexes with promising anticancer properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8619901/
https://www.ncbi.nlm.nih.gov/pubmed/34833983
http://dx.doi.org/10.3390/molecules26226891
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