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-CF3 substituted phenyl ring (T1) have been prepared and their coordination to Au and Ag has been studied. A different be...

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Autores principales:	Guillermo Canudo-Barreras, Lourdes Ortego, Anabel Izaga, Isabel Marzo, Raquel P. Herrera, M. Concepción Gimeno
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	biological properties cancer cytotoxicity gold metal complexes silver Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/d11967cdcc4a40f89dfe89e6028e5689
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spelling	oai:doaj.org-article:d11967cdcc4a40f89dfe89e6028e56892021-11-25T18:28:09ZSynthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties10.3390/molecules262268911420-3049https://doaj.org/article/d11967cdcc4a40f89dfe89e6028e56892021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6891https://doaj.org/toc/1420-3049In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (<b>T2</b>) or 3,5-di-CF<sub>3</sub> substituted phenyl ring (<b>T1</b>) 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 <b>T1</b>, in particular the complexes [Au<b>T1</b>(PPh<sub>3</sub>)]OTf, the bis(thiourea) [Au(<b>T1</b>)<sub>2</sub>]OTf and the gold-thiolate species [Au(SR)<b>T1</b>]. In contrast, with <b>T2</b> better results are obtained with silver species [Ag<b>T1</b>(PPh<sub>3</sub>)]OTf and the [Ag(<b>T1</b>)<sub>2</sub>]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.Guillermo Canudo-BarrerasLourdes OrtegoAnabel IzagaIsabel MarzoRaquel P. HerreraM. Concepción GimenoMDPI AGarticlebiological propertiescancercytotoxicitygoldmetal complexessilverOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6891, p 6891 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	biological properties cancer cytotoxicity gold metal complexes silver Organic chemistry QD241-441
spellingShingle	biological properties cancer cytotoxicity gold metal complexes silver Organic chemistry QD241-441 Guillermo Canudo-Barreras Lourdes Ortego Anabel Izaga Isabel Marzo Raquel P. Herrera M. Concepción Gimeno Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
description	In this work, two thiourea ligands bearing a phosphine group in one arm and in the other a phenyl group (<b>T2</b>) or 3,5-di-CF<sub>3</sub> substituted phenyl ring (<b>T1</b>) 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 <b>T1</b>, in particular the complexes [Au<b>T1</b>(PPh<sub>3</sub>)]OTf, the bis(thiourea) [Au(<b>T1</b>)<sub>2</sub>]OTf and the gold-thiolate species [Au(SR)<b>T1</b>]. In contrast, with <b>T2</b> better results are obtained with silver species [Ag<b>T1</b>(PPh<sub>3</sub>)]OTf and the [Ag(<b>T1</b>)<sub>2</sub>]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.
format	article
author	Guillermo Canudo-Barreras Lourdes Ortego Anabel Izaga Isabel Marzo Raquel P. Herrera M. Concepción Gimeno
author_facet	Guillermo Canudo-Barreras Lourdes Ortego Anabel Izaga Isabel Marzo Raquel P. Herrera M. Concepción Gimeno
author_sort	Guillermo Canudo-Barreras
title	Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties
title_short	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_sort	synthesis of new thiourea-metal complexes with promising anticancer properties
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/d11967cdcc4a40f89dfe89e6028e5689
work_keys_str_mv	AT guillermocanudobarreras synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties AT lourdesortego synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties AT anabelizaga synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties AT isabelmarzo synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties AT raquelpherrera synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties AT mconcepciongimeno synthesisofnewthioureametalcomplexeswithpromisinganticancerproperties
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Synthesis of New Thiourea-Metal Complexes with Promising Anticancer Properties

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