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
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/1545
Ver los metadatos del registro completo
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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 Técnicas2025-09-29T09:47:42Zoai: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:34982025-09-29 09:47:42.929CONICET 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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1844613485361627136 |
score |
13.070432 |