Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties

A new phosphine ligand bearing a thiophene moiety, C 4 H 3 SNHCOCH 2 CH 2 PPh 2 (L), has been prepared by reaction of the aminophosphine Ph 2 PCH 2 CH 2 NH 2 with thiophenecarbonylchloride in the presence of triethylamine. The coordination behavior towards gold(I), gold(III) and silver(I) species ha...

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Detalles Bibliográficos
Autores: Goitia Semeco, Helen Rosmary, Villacampa, M. Dolores, Laguna, Antonio, Gimeno, M. Concepción
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2019
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/123791
Acceso en línea:http://hdl.handle.net/11336/123791
Access Level:acceso abierto
Palabra clave:AMIDOPHOSPHINE
CANCER
CYTOTOXICITY
GOLD
SILVER
THIOPHENE
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:A new phosphine ligand bearing a thiophene moiety, C 4 H 3 SNHCOCH 2 CH 2 PPh 2 (L), has been prepared by reaction of the aminophosphine Ph 2 PCH 2 CH 2 NH 2 with thiophenecarbonylchloride in the presence of triethylamine. The coordination behavior towards gold(I), gold(III) and silver(I) species has been studied and several metal compounds of different stoichiometry have been achieved, such as [AuL 2 ]OTf, [AuXL] (X = Cl, C 6 F 5 ), [Au(C 6 F 5 ) 3 L], [AgL 2 ]OTf or [Ag(OTf)L]. Additionally, the reactivity of the chloride gold(I) species with biologically relevant thiolates was explored, thus obtaining the neutral thiolate compounds [AuL(SR)] (SR = 2-thiocitosine, 2-thiolpyridine, 2-thiouracil, 2-thionicotinic acid, 2,3,4,6-tetra-6-acetyl-1-thiol-β-D-glucopyranosato or thiopurine). The antitumor activity of the compounds was measured by the MTT method in several cancer cells and the complexes exhibit excellent cytotoxic activity.