1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV

Autores
Boiani, Mariana; Cerecetto, Hugo; González, Mercedes; Risso, Mariela; Olea Azar, Claudio; Piro, Oscar Enrique; Castellano, Eduardo E.; López De Ceráin, Adela; Ezpeleta, Olga; Monge Vega, Antonio
Año de publicación
2001
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and they proved to be non-selective. 3-Cyano-N2-oxide-4-phenyl-1,2,5-oxadiazole showed the best cytotoxic activity in oxia. The cytotoxicity observed for these derivatives could be explained in terms of the electronic characteristics of the 1,2,5-oxadiazole substituents. Electrochemical and ESR studies were performed on the more cytotoxic derivative. © 2001 Éditions scientifiques et médicales Elsevier SAS.
Fil: Boiani, Mariana. Universidad de la República Facultad de Química; Uruguay
Fil: Cerecetto, Hugo. Universidad de la República Facultad de Química; Uruguay
Fil: González, Mercedes. Universidad de la República Facultad de Química; Uruguay
Fil: Risso, Mariela. Universidad de la República Facultad de Química; Uruguay
Fil: Olea Azar, Claudio. Universidad de Chile; Chile
Fil: Piro, Oscar Enrique. Facultad de Ciencias Exactas, Universidad Nacional de la Plata; Argentina
Fil: Castellano, Eduardo E.. Universidade de Sao Paulo; Brasil
Fil: López De Ceráin, Adela. Universidad de Navarra; España
Fil: Ezpeleta, Olga. Universidad de Navarra; España
Fil: Monge Vega, Antonio. Universidad de Navarra; España
Materia
1,2,5-OXADIAZOLE N-OXIDE
ANTI-CANCER AGENTS
STRUCTURE-ACTIVITY RELATIONSHIPS
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:11336/99157
Acceder
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network_name_str CONICET Digital (CONICET)
spelling 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IVBoiani, MarianaCerecetto, HugoGonzález, MercedesRisso, MarielaOlea Azar, ClaudioPiro, Oscar EnriqueCastellano, Eduardo E.López De Ceráin, AdelaEzpeleta, OlgaMonge Vega, Antonio1,2,5-OXADIAZOLE N-OXIDEANTI-CANCER AGENTSSTRUCTURE-ACTIVITY RELATIONSHIPShttps://purl.org/becyt/ford/1.3https://purl.org/becyt/ford/1Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and they proved to be non-selective. 3-Cyano-N2-oxide-4-phenyl-1,2,5-oxadiazole showed the best cytotoxic activity in oxia. The cytotoxicity observed for these derivatives could be explained in terms of the electronic characteristics of the 1,2,5-oxadiazole substituents. Electrochemical and ESR studies were performed on the more cytotoxic derivative. © 2001 Éditions scientifiques et médicales Elsevier SAS.Fil: Boiani, Mariana. Universidad de la República Facultad de Química; UruguayFil: Cerecetto, Hugo. Universidad de la República Facultad de Química; UruguayFil: González, Mercedes. Universidad de la República Facultad de Química; UruguayFil: Risso, Mariela. Universidad de la República Facultad de Química; UruguayFil: Olea Azar, Claudio. Universidad de Chile; ChileFil: Piro, Oscar Enrique. Facultad de Ciencias Exactas, Universidad Nacional de la Plata; ArgentinaFil: Castellano, Eduardo E.. Universidade de Sao Paulo; BrasilFil: López De Ceráin, Adela. Universidad de Navarra; EspañaFil: Ezpeleta, Olga. Universidad de Navarra; EspañaFil: Monge Vega, Antonio. Universidad de Navarra; EspañaElsevier France-editions Scientifiques Medicales Elsevier2001-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/99157Boiani, Mariana; Cerecetto, Hugo; González, Mercedes; Risso, Mariela; Olea Azar, Claudio; et al.; 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 36; 10; 12-2001; 771-7820223-5234CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/S0223-5234(01)01265-Xinfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S022352340101265Xinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:33:13Zoai:ri.conicet.gov.ar:11336/99157instacron: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:34982025-09-29 09:33:13.311CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
title 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
spellingShingle 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
Boiani, Mariana
1,2,5-OXADIAZOLE N-OXIDE
ANTI-CANCER AGENTS
STRUCTURE-ACTIVITY RELATIONSHIPS
title_short 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
title_full 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
title_fullStr 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
title_full_unstemmed 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
title_sort 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV
dc.creator.none.fl_str_mv Boiani, Mariana
Cerecetto, Hugo
González, Mercedes
Risso, Mariela
Olea Azar, Claudio
Piro, Oscar Enrique
Castellano, Eduardo E.
López De Ceráin, Adela
Ezpeleta, Olga
Monge Vega, Antonio
author Boiani, Mariana
author_facet Boiani, Mariana
Cerecetto, Hugo
González, Mercedes
Risso, Mariela
Olea Azar, Claudio
Piro, Oscar Enrique
Castellano, Eduardo E.
López De Ceráin, Adela
Ezpeleta, Olga
Monge Vega, Antonio
author_role author
author2 Cerecetto, Hugo
González, Mercedes
Risso, Mariela
Olea Azar, Claudio
Piro, Oscar Enrique
Castellano, Eduardo E.
López De Ceráin, Adela
Ezpeleta, Olga
Monge Vega, Antonio
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv 1,2,5-OXADIAZOLE N-OXIDE
ANTI-CANCER AGENTS
STRUCTURE-ACTIVITY RELATIONSHIPS
topic 1,2,5-OXADIAZOLE N-OXIDE
ANTI-CANCER AGENTS
STRUCTURE-ACTIVITY RELATIONSHIPS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.3
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and they proved to be non-selective. 3-Cyano-N2-oxide-4-phenyl-1,2,5-oxadiazole showed the best cytotoxic activity in oxia. The cytotoxicity observed for these derivatives could be explained in terms of the electronic characteristics of the 1,2,5-oxadiazole substituents. Electrochemical and ESR studies were performed on the more cytotoxic derivative. © 2001 Éditions scientifiques et médicales Elsevier SAS.
Fil: Boiani, Mariana. Universidad de la República Facultad de Química; Uruguay
Fil: Cerecetto, Hugo. Universidad de la República Facultad de Química; Uruguay
Fil: González, Mercedes. Universidad de la República Facultad de Química; Uruguay
Fil: Risso, Mariela. Universidad de la República Facultad de Química; Uruguay
Fil: Olea Azar, Claudio. Universidad de Chile; Chile
Fil: Piro, Oscar Enrique. Facultad de Ciencias Exactas, Universidad Nacional de la Plata; Argentina
Fil: Castellano, Eduardo E.. Universidade de Sao Paulo; Brasil
Fil: López De Ceráin, Adela. Universidad de Navarra; España
Fil: Ezpeleta, Olga. Universidad de Navarra; España
Fil: Monge Vega, Antonio. Universidad de Navarra; España
description Several new 1,2,5-oxadiazole N-oxide derivatives and some deoxygenated analogues were synthesized to be tested as potential selective hypoxic cell cytotoxins. Compounds prepared were designed in order to gain insight into the mechanism of action of this kind of cytotoxin. Compounds were tested in oxia and hypoxia and they proved to be non-selective. 3-Cyano-N2-oxide-4-phenyl-1,2,5-oxadiazole showed the best cytotoxic activity in oxia. The cytotoxicity observed for these derivatives could be explained in terms of the electronic characteristics of the 1,2,5-oxadiazole substituents. Electrochemical and ESR studies were performed on the more cytotoxic derivative. © 2001 Éditions scientifiques et médicales Elsevier SAS.
publishDate 2001
dc.date.none.fl_str_mv 2001-12
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/11336/99157
Boiani, Mariana; Cerecetto, Hugo; González, Mercedes; Risso, Mariela; Olea Azar, Claudio; et al.; 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 36; 10; 12-2001; 771-782
0223-5234
CONICET Digital
CONICET
url http://hdl.handle.net/11336/99157
identifier_str_mv Boiani, Mariana; Cerecetto, Hugo; González, Mercedes; Risso, Mariela; Olea Azar, Claudio; et al.; 1,2,5-Oxadiazole N-oxide derivatives as potential anti-cancer agents: Synthesis and biological evaluation. Part IV; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 36; 10; 12-2001; 771-782
0223-5234
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/S0223-5234(01)01265-X
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S022352340101265X
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 Elsevier France-editions Scientifiques Medicales Elsevier
publisher.none.fl_str_mv Elsevier France-editions Scientifiques Medicales Elsevier
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
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score 13.070432

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