Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents

Autores
Derita, Marcos Gabriel; del Olmo, Esther; Barboza, Bianca; García Cadenas, Ana Esther; López Pérez, José Luis; Andújar, Sebastián Antonio; Daniel Enriz; Zacchino, Susana Alicia Stella; San Feliciano, Arturo
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Twenty-five polysubstituted phthalazinone derivatives were synthesized and tested for their antifungal activity against a panel of pathogenic and clinically important yeasts and filamentous fungi. Among them, the compound 4-(4-chlorobenzyl)-2- methylphthalazin-1(2H)-one (5) exhibited a remarkable antifungal activity against standardised strains of dermatophytes and Cryptococcus neoformans, as well as against some clinical isolates. A physicochemical study performed on compound 5 revealed its conformational and electronic characteristics, providing us with useful data for the future design of novel related antifungal analogues.
Fil: Derita, Marcos Gabriel. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;
Fil: del Olmo, Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: Barboza, Bianca. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: García Cadenas, Ana Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: López Pérez, José Luis. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: Andújar, Sebastián Antonio. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina.; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;
Fil: Daniel Enriz. Universidad Nacional de San Luis. Facultad de Quimica, Bioquimica y Farmacia; Argentina; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;
Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;
Fil: San Feliciano, Arturo. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Materia
Benzylphthalazinones
Antifungal
Cryptococcus neoformans
Dermatophytes structure–activity relationships
Conformational study
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:11336/1545
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/1545
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal AgentsDerita, Marcos Gabrieldel Olmo, EstherBarboza, BiancaGarcía Cadenas, Ana EstherLópez Pérez, José LuisAndújar, Sebastián AntonioDaniel EnrizZacchino, Susana Alicia StellaSan Feliciano, ArturoBenzylphthalazinonesAntifungalCryptococcus neoformansDermatophytes structure–activity relationshipsConformational studyhttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Twenty-five polysubstituted phthalazinone derivatives were synthesized and tested for their antifungal activity against a panel of pathogenic and clinically important yeasts and filamentous fungi. Among them, the compound 4-(4-chlorobenzyl)-2- methylphthalazin-1(2H)-one (5) exhibited a remarkable antifungal activity against standardised strains of dermatophytes and Cryptococcus neoformans, as well as against some clinical isolates. A physicochemical study performed on compound 5 revealed its conformational and electronic characteristics, providing us with useful data for the future design of novel related antifungal analogues.Fil: Derita, Marcos Gabriel. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;Fil: del Olmo, Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;Fil: Barboza, Bianca. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;Fil: García Cadenas, Ana Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;Fil: López Pérez, José Luis. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;Fil: Andújar, Sebastián Antonio. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina.; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;Fil: Daniel Enriz. Universidad Nacional de San Luis. Facultad de Quimica, Bioquimica y Farmacia; Argentina; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;Fil: San Feliciano, Arturo. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;Molecular Diversity Preservation International2013-03-18info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/1545Derita, Marcos Gabriel; del Olmo, Esther; Barboza, Bianca; García Cadenas, Ana Esther; López Pérez, José Luis; et al.; Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents; Molecular Diversity Preservation International; Molecules; 18; 3; 18-3-2013; 3479-35011420-3049enginfo:eu-repo/semantics/altIdentifier/doi/doi:10.3390/molecules18033479info:eu-repo/semantics/altIdentifier/url/http://www.jourlib.org/paper/2481301#.VcJEkvmqqkoinfo:eu-repo/semantics/altIdentifier/url/http://www.mdpi.com/1420-3049/18/3/3479info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:16:34Zoai:ri.conicet.gov.ar:11336/1545instacron: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:34982025-10-22 11:16:34.407CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
title Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
spellingShingle Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
Derita, Marcos Gabriel
Benzylphthalazinones
Antifungal
Cryptococcus neoformans
Dermatophytes structure–activity relationships
Conformational study
title_short Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
title_full Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
title_fullStr Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
title_full_unstemmed Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
title_sort Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents
dc.creator.none.fl_str_mv Derita, Marcos Gabriel
del Olmo, Esther
Barboza, Bianca
García Cadenas, Ana Esther
López Pérez, José Luis
Andújar, Sebastián Antonio
Daniel Enriz
Zacchino, Susana Alicia Stella
San Feliciano, Arturo
author Derita, Marcos Gabriel
author_facet Derita, Marcos Gabriel
del Olmo, Esther
Barboza, Bianca
García Cadenas, Ana Esther
López Pérez, José Luis
Andújar, Sebastián Antonio
Daniel Enriz
Zacchino, Susana Alicia Stella
San Feliciano, Arturo
author_role author
author2 del Olmo, Esther
Barboza, Bianca
García Cadenas, Ana Esther
López Pérez, José Luis
Andújar, Sebastián Antonio
Daniel Enriz
Zacchino, Susana Alicia Stella
San Feliciano, Arturo
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Benzylphthalazinones
Antifungal
Cryptococcus neoformans
Dermatophytes structure–activity relationships
Conformational study
topic Benzylphthalazinones
Antifungal
Cryptococcus neoformans
Dermatophytes structure–activity relationships
Conformational study
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Twenty-five polysubstituted phthalazinone derivatives were synthesized and tested for their antifungal activity against a panel of pathogenic and clinically important yeasts and filamentous fungi. Among them, the compound 4-(4-chlorobenzyl)-2- methylphthalazin-1(2H)-one (5) exhibited a remarkable antifungal activity against standardised strains of dermatophytes and Cryptococcus neoformans, as well as against some clinical isolates. A physicochemical study performed on compound 5 revealed its conformational and electronic characteristics, providing us with useful data for the future design of novel related antifungal analogues.
Fil: Derita, Marcos Gabriel. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;
Fil: del Olmo, Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: Barboza, Bianca. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: García Cadenas, Ana Esther. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: López Pérez, José Luis. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
Fil: Andújar, Sebastián Antonio. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; Argentina.; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;
Fil: Daniel Enriz. Universidad Nacional de San Luis. Facultad de Quimica, Bioquimica y Farmacia; Argentina; Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico - Conicet - San Luis. Instituto Multidiciplinario de Investigación Biológica de San Luis; Argentina;
Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Departamento de Química Orgánica. Área Farmacognosia; Argentina.;
Fil: San Feliciano, Arturo. Universidad de Salamanca. CIETUS-IBSAL. Facultad de Farmacia. Departamento de Química Farmacéutica; España.;
description Twenty-five polysubstituted phthalazinone derivatives were synthesized and tested for their antifungal activity against a panel of pathogenic and clinically important yeasts and filamentous fungi. Among them, the compound 4-(4-chlorobenzyl)-2- methylphthalazin-1(2H)-one (5) exhibited a remarkable antifungal activity against standardised strains of dermatophytes and Cryptococcus neoformans, as well as against some clinical isolates. A physicochemical study performed on compound 5 revealed its conformational and electronic characteristics, providing us with useful data for the future design of novel related antifungal analogues.
publishDate 2013
dc.date.none.fl_str_mv 2013-03-18
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/11336/1545
Derita, Marcos Gabriel; del Olmo, Esther; Barboza, Bianca; García Cadenas, Ana Esther; López Pérez, José Luis; et al.; Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents; Molecular Diversity Preservation International; Molecules; 18; 3; 18-3-2013; 3479-3501
1420-3049
url http://hdl.handle.net/11336/1545
identifier_str_mv Derita, Marcos Gabriel; del Olmo, Esther; Barboza, Bianca; García Cadenas, Ana Esther; López Pérez, José Luis; et al.; Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents; Molecular Diversity Preservation International; Molecules; 18; 3; 18-3-2013; 3479-3501
1420-3049
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/doi:10.3390/molecules18033479
info:eu-repo/semantics/altIdentifier/url/http://www.jourlib.org/paper/2481301#.VcJEkvmqqko
info:eu-repo/semantics/altIdentifier/url/http://www.mdpi.com/1420-3049/18/3/3479
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 Molecular Diversity Preservation International
publisher.none.fl_str_mv Molecular Diversity Preservation International
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 12.928904

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