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

Autores
Goitia Semeco, Helen Rosmary; Villacampa, M. Dolores; Laguna, Antonio; Gimeno, M. Concepción
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
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.
Fil: Goitia Semeco, Helen Rosmary. Universidad de Zaragoza; España. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Villacampa, M. Dolores. Universidad de Zaragoza; España
Fil: Laguna, Antonio. Universidad de Zaragoza; España
Fil: Gimeno, M. Concepción. Universidad de Zaragoza; España
Materia
AMIDOPHOSPHINE
CANCER
CYTOTOXICITY
GOLD
SILVER
THIOPHENE
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/123791
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moietiesGoitia Semeco, Helen RosmaryVillacampa, M. DoloresLaguna, AntonioGimeno, M. ConcepciónAMIDOPHOSPHINECANCERCYTOTOXICITYGOLDSILVERTHIOPHENEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A 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.Fil: Goitia Semeco, Helen Rosmary. Universidad de Zaragoza; España. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaFil: Villacampa, M. Dolores. Universidad de Zaragoza; EspañaFil: Laguna, Antonio. Universidad de Zaragoza; EspañaFil: Gimeno, M. Concepción. Universidad de Zaragoza; EspañaMDPI Multidisciplinary Digital Publishing Institute2019-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/123791Goitia Semeco, Helen Rosmary; Villacampa, M. Dolores; Laguna, Antonio; Gimeno, M. Concepción; Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties; MDPI Multidisciplinary Digital Publishing Institute; Inorganics; 7; 2; 2-2019; 1-132304-6740CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.3390/inorganics7020013info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2304-6740/7/2/13info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:07:39Zoai:ri.conicet.gov.ar:11336/123791instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:07:39.355CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
title Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
spellingShingle Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
Goitia Semeco, Helen Rosmary
AMIDOPHOSPHINE
CANCER
CYTOTOXICITY
GOLD
SILVER
THIOPHENE
title_short Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
title_full Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
title_fullStr Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
title_full_unstemmed Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
title_sort Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties
dc.creator.none.fl_str_mv Goitia Semeco, Helen Rosmary
Villacampa, M. Dolores
Laguna, Antonio
Gimeno, M. Concepción
author Goitia Semeco, Helen Rosmary
author_facet Goitia Semeco, Helen Rosmary
Villacampa, M. Dolores
Laguna, Antonio
Gimeno, M. Concepción
author_role author
author2 Villacampa, M. Dolores
Laguna, Antonio
Gimeno, M. Concepción
author2_role author
author
author
dc.subject.none.fl_str_mv AMIDOPHOSPHINE
CANCER
CYTOTOXICITY
GOLD
SILVER
THIOPHENE
topic AMIDOPHOSPHINE
CANCER
CYTOTOXICITY
GOLD
SILVER
THIOPHENE
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv 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.
Fil: Goitia Semeco, Helen Rosmary. Universidad de Zaragoza; España. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Fil: Villacampa, M. Dolores. Universidad de Zaragoza; España
Fil: Laguna, Antonio. Universidad de Zaragoza; España
Fil: Gimeno, M. Concepción. Universidad de Zaragoza; España
description 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.
publishDate 2019
dc.date.none.fl_str_mv 2019-02
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/123791
Goitia Semeco, Helen Rosmary; Villacampa, M. Dolores; Laguna, Antonio; Gimeno, M. Concepción; Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties; MDPI Multidisciplinary Digital Publishing Institute; Inorganics; 7; 2; 2-2019; 1-13
2304-6740
CONICET Digital
CONICET
url http://hdl.handle.net/11336/123791
identifier_str_mv Goitia Semeco, Helen Rosmary; Villacampa, M. Dolores; Laguna, Antonio; Gimeno, M. Concepción; Cytotoxic gold(I) complexes with amidophosphine ligands containing thiophene moieties; MDPI Multidisciplinary Digital Publishing Institute; Inorganics; 7; 2; 2-2019; 1-13
2304-6740
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.3390/inorganics7020013
info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2304-6740/7/2/13
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv MDPI Multidisciplinary Digital Publishing Institute
publisher.none.fl_str_mv MDPI Multidisciplinary Digital Publishing Institute
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842270010924335104
score 13.13397

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