Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides

Autores
Gonzalez Lopez, Edwin Javier; León Jaramillo, Jhair Carlhino; Trilleras Vásquez, Jorge Enrique; Grande Tovar, Carlos D.; Peralta Ruiz, Yeimmy; Quiroga, Jairo
Año de publicación
2020
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The pyrazole core has been recognized by their biological properties and included in the synthesis of modern agrochemicals. Part of these studies consists of making structural modifications to pesticides for commercial purposes to increase efficacy. In this article, we present the synthesis of four new pyrazol-4-carboxamide 8a-8d derivatives (PCD), through a four-step synthetic protocol, starting with edaravone 1 and primary amines like benzo-fused, aliphatic, and hydrazines, through a process of low environmental impact. Synthesized derivatives were evaluated against one fungal strain of Colletotrichum gloeosporioides BA3, fungus that causes several losses to farmers around the world, through in vitro sensitivity tests. The compound 8c showed better inhibiting behavior against Colletotrichum gloeosporioides BA3, inducing a lag phase of almost 2.77 days. These results were obtained via Gompertz modeling, for the first time reported for biological evaluation of pyrazole-carboxamide derivatives against Colletotrichum gloeosporioides.
Fil: Gonzalez Lopez, Edwin Javier. Universidad del Atlántico; Colombia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: León Jaramillo, Jhair Carlhino. Universidad del Atlántico; Colombia
Fil: Trilleras Vásquez, Jorge Enrique. Universidad del Atlántico; Colombia
Fil: Grande Tovar, Carlos D.. Universidad del Atlántico; Colombia
Fil: Peralta Ruiz, Yeimmy. Universidad del Atlántico; Colombia. University Of Teramo. Faculty Of Bioscience And Technology For Food, Agriculture And Environment.; Italia
Fil: Quiroga, Jairo. Universidad del Valle; Colombia
Materia
AGROCHEMICALS
ANTIFUNGAL AGENT
COLLETOTRICHUM GLOEOSPORIOIDES
NITROGEN HETEROCYCLES
PYRAZOLE CARBOXAMIDE
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/145415
Acceder
id CONICETDig_cc5153866720c61e077beb66ab72aa94
oai_identifier_str oai:ri.conicet.gov.ar:11336/145415
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioidesGonzalez Lopez, Edwin JavierLeón Jaramillo, Jhair CarlhinoTrilleras Vásquez, Jorge EnriqueGrande Tovar, Carlos D.Peralta Ruiz, YeimmyQuiroga, JairoAGROCHEMICALSANTIFUNGAL AGENTCOLLETOTRICHUM GLOEOSPORIOIDESNITROGEN HETEROCYCLESPYRAZOLE CARBOXAMIDEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The pyrazole core has been recognized by their biological properties and included in the synthesis of modern agrochemicals. Part of these studies consists of making structural modifications to pesticides for commercial purposes to increase efficacy. In this article, we present the synthesis of four new pyrazol-4-carboxamide 8a-8d derivatives (PCD), through a four-step synthetic protocol, starting with edaravone 1 and primary amines like benzo-fused, aliphatic, and hydrazines, through a process of low environmental impact. Synthesized derivatives were evaluated against one fungal strain of Colletotrichum gloeosporioides BA3, fungus that causes several losses to farmers around the world, through in vitro sensitivity tests. The compound 8c showed better inhibiting behavior against Colletotrichum gloeosporioides BA3, inducing a lag phase of almost 2.77 days. These results were obtained via Gompertz modeling, for the first time reported for biological evaluation of pyrazole-carboxamide derivatives against Colletotrichum gloeosporioides.Fil: Gonzalez Lopez, Edwin Javier. Universidad del Atlántico; Colombia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: León Jaramillo, Jhair Carlhino. Universidad del Atlántico; ColombiaFil: Trilleras Vásquez, Jorge Enrique. Universidad del Atlántico; ColombiaFil: Grande Tovar, Carlos D.. Universidad del Atlántico; ColombiaFil: Peralta Ruiz, Yeimmy. Universidad del Atlántico; Colombia. University Of Teramo. Faculty Of Bioscience And Technology For Food, Agriculture And Environment.; ItaliaFil: Quiroga, Jairo. Universidad del Valle; ColombiaSociedade Brasileira de Química2020-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/145415Gonzalez Lopez, Edwin Javier; León Jaramillo, Jhair Carlhino; Trilleras Vásquez, Jorge Enrique; Grande Tovar, Carlos D.; Peralta Ruiz, Yeimmy; et al.; Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 31; 9; 5-2020; 1917-19250103-50531678-4790CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.scielo.br/j/jbchs/a/qkVRVbk9Qqc4TXPsvRVqGZR/?lang=eninfo:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20200092info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:44:26Zoai:ri.conicet.gov.ar:11336/145415instacron: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 09:44:26.337CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
title Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
spellingShingle Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
Gonzalez Lopez, Edwin Javier
AGROCHEMICALS
ANTIFUNGAL AGENT
COLLETOTRICHUM GLOEOSPORIOIDES
NITROGEN HETEROCYCLES
PYRAZOLE CARBOXAMIDE
title_short Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
title_full Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
title_fullStr Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
title_full_unstemmed Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
title_sort Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides
dc.creator.none.fl_str_mv Gonzalez Lopez, Edwin Javier
León Jaramillo, Jhair Carlhino
Trilleras Vásquez, Jorge Enrique
Grande Tovar, Carlos D.
Peralta Ruiz, Yeimmy
Quiroga, Jairo
author Gonzalez Lopez, Edwin Javier
author_facet Gonzalez Lopez, Edwin Javier
León Jaramillo, Jhair Carlhino
Trilleras Vásquez, Jorge Enrique
Grande Tovar, Carlos D.
Peralta Ruiz, Yeimmy
Quiroga, Jairo
author_role author
author2 León Jaramillo, Jhair Carlhino
Trilleras Vásquez, Jorge Enrique
Grande Tovar, Carlos D.
Peralta Ruiz, Yeimmy
Quiroga, Jairo
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv AGROCHEMICALS
ANTIFUNGAL AGENT
COLLETOTRICHUM GLOEOSPORIOIDES
NITROGEN HETEROCYCLES
PYRAZOLE CARBOXAMIDE
topic AGROCHEMICALS
ANTIFUNGAL AGENT
COLLETOTRICHUM GLOEOSPORIOIDES
NITROGEN HETEROCYCLES
PYRAZOLE CARBOXAMIDE
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The pyrazole core has been recognized by their biological properties and included in the synthesis of modern agrochemicals. Part of these studies consists of making structural modifications to pesticides for commercial purposes to increase efficacy. In this article, we present the synthesis of four new pyrazol-4-carboxamide 8a-8d derivatives (PCD), through a four-step synthetic protocol, starting with edaravone 1 and primary amines like benzo-fused, aliphatic, and hydrazines, through a process of low environmental impact. Synthesized derivatives were evaluated against one fungal strain of Colletotrichum gloeosporioides BA3, fungus that causes several losses to farmers around the world, through in vitro sensitivity tests. The compound 8c showed better inhibiting behavior against Colletotrichum gloeosporioides BA3, inducing a lag phase of almost 2.77 days. These results were obtained via Gompertz modeling, for the first time reported for biological evaluation of pyrazole-carboxamide derivatives against Colletotrichum gloeosporioides.
Fil: Gonzalez Lopez, Edwin Javier. Universidad del Atlántico; Colombia. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: León Jaramillo, Jhair Carlhino. Universidad del Atlántico; Colombia
Fil: Trilleras Vásquez, Jorge Enrique. Universidad del Atlántico; Colombia
Fil: Grande Tovar, Carlos D.. Universidad del Atlántico; Colombia
Fil: Peralta Ruiz, Yeimmy. Universidad del Atlántico; Colombia. University Of Teramo. Faculty Of Bioscience And Technology For Food, Agriculture And Environment.; Italia
Fil: Quiroga, Jairo. Universidad del Valle; Colombia
description The pyrazole core has been recognized by their biological properties and included in the synthesis of modern agrochemicals. Part of these studies consists of making structural modifications to pesticides for commercial purposes to increase efficacy. In this article, we present the synthesis of four new pyrazol-4-carboxamide 8a-8d derivatives (PCD), through a four-step synthetic protocol, starting with edaravone 1 and primary amines like benzo-fused, aliphatic, and hydrazines, through a process of low environmental impact. Synthesized derivatives were evaluated against one fungal strain of Colletotrichum gloeosporioides BA3, fungus that causes several losses to farmers around the world, through in vitro sensitivity tests. The compound 8c showed better inhibiting behavior against Colletotrichum gloeosporioides BA3, inducing a lag phase of almost 2.77 days. These results were obtained via Gompertz modeling, for the first time reported for biological evaluation of pyrazole-carboxamide derivatives against Colletotrichum gloeosporioides.
publishDate 2020
dc.date.none.fl_str_mv 2020-05
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/11336/145415
Gonzalez Lopez, Edwin Javier; León Jaramillo, Jhair Carlhino; Trilleras Vásquez, Jorge Enrique; Grande Tovar, Carlos D.; Peralta Ruiz, Yeimmy; et al.; Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 31; 9; 5-2020; 1917-1925
0103-5053
1678-4790
CONICET Digital
CONICET
url http://hdl.handle.net/11336/145415
identifier_str_mv Gonzalez Lopez, Edwin Javier; León Jaramillo, Jhair Carlhino; Trilleras Vásquez, Jorge Enrique; Grande Tovar, Carlos D.; Peralta Ruiz, Yeimmy; et al.; Synthesis and Evaluation of the Fungal Activity of New Pyrazole-Carboxamides against Colletotrichum gloeosporioides; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 31; 9; 5-2020; 1917-1925
0103-5053
1678-4790
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.scielo.br/j/jbchs/a/qkVRVbk9Qqc4TXPsvRVqGZR/?lang=en
info:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20200092
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
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_ 1842268665968328704
score 13.13397

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