Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean

Autores
Bertinetti, Brenda Veronica; Scandiani, María Mercedes; Cabrera, Gabriela Myriam
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Based on the precedent discovery of a weak antifungal indole isolated from Aporpium caryae, which increased its activity when changing the N-alkyl chain, nineteen N-alkyl indoles, with alkyl chains from one to ten carbons and one or two hydroxyls, one amine or bromine functional groups, were prepared and fully characterized by spectroscopic methods. The aim of this study is the search for new synthetic agrochemical leads derived from natural products. The antifungal activity of the synthesized compounds against three fungal strains was measured in vitro. Six compounds presented good activity against Fusarium virguliforme, the causal agent of sudden-death syndrome (SDS) in soybean, in a bioautography assay. Four of them were tested in a germination test and in a greenhouse experiment. All tested compounds, applied as seed treatment, showed antifungal properties being effective to control SDS when there was low level of fungal contamination. Results indicate that some of the tested compounds are acting as growth inhibitors and represent new leads for the treatment of SDS for which no specific treatment has been previously reported.
Fil: Bertinetti, Brenda Veronica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Scandiani, María Mercedes. Agricultural Laboratory Río Parana; Argentina
Fil: Cabrera, Gabriela Myriam. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Materia
N-Alkyl Indole
Soybean Phytopathogen
Fusarium Virguliforme
Sudden-Death Syndrome
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:11336/83797

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spelling Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of SoybeanBertinetti, Brenda VeronicaScandiani, María MercedesCabrera, Gabriela MyriamN-Alkyl IndoleSoybean PhytopathogenFusarium VirguliformeSudden-Death Syndromehttps://purl.org/becyt/ford/4.5https://purl.org/becyt/ford/4Based on the precedent discovery of a weak antifungal indole isolated from Aporpium caryae, which increased its activity when changing the N-alkyl chain, nineteen N-alkyl indoles, with alkyl chains from one to ten carbons and one or two hydroxyls, one amine or bromine functional groups, were prepared and fully characterized by spectroscopic methods. The aim of this study is the search for new synthetic agrochemical leads derived from natural products. The antifungal activity of the synthesized compounds against three fungal strains was measured in vitro. Six compounds presented good activity against Fusarium virguliforme, the causal agent of sudden-death syndrome (SDS) in soybean, in a bioautography assay. Four of them were tested in a germination test and in a greenhouse experiment. All tested compounds, applied as seed treatment, showed antifungal properties being effective to control SDS when there was low level of fungal contamination. Results indicate that some of the tested compounds are acting as growth inhibitors and represent new leads for the treatment of SDS for which no specific treatment has been previously reported.Fil: Bertinetti, Brenda Veronica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Scandiani, María Mercedes. Agricultural Laboratory Río Parana; ArgentinaFil: Cabrera, Gabriela Myriam. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaScientific Research2011-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/83797Bertinetti, Brenda Veronica; Scandiani, María Mercedes; Cabrera, Gabriela Myriam; Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean; Scientific Research; American Journal of Plant Sciences; 02; 02; 6-2011; 245-2542158-27422158-2750CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.4236/ajps.2011.22026info:eu-repo/semantics/altIdentifier/url/http://www.scirp.org/journal/paperinformation.aspx?paperid=5549info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:24:16Zoai:ri.conicet.gov.ar:11336/83797instacron: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:34982025-09-10 13:24:17.077CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
title Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
spellingShingle Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
Bertinetti, Brenda Veronica
N-Alkyl Indole
Soybean Phytopathogen
Fusarium Virguliforme
Sudden-Death Syndrome
title_short Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
title_full Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
title_fullStr Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
title_full_unstemmed Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
title_sort Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean
dc.creator.none.fl_str_mv Bertinetti, Brenda Veronica
Scandiani, María Mercedes
Cabrera, Gabriela Myriam
author Bertinetti, Brenda Veronica
author_facet Bertinetti, Brenda Veronica
Scandiani, María Mercedes
Cabrera, Gabriela Myriam
author_role author
author2 Scandiani, María Mercedes
Cabrera, Gabriela Myriam
author2_role author
author
dc.subject.none.fl_str_mv N-Alkyl Indole
Soybean Phytopathogen
Fusarium Virguliforme
Sudden-Death Syndrome
topic N-Alkyl Indole
Soybean Phytopathogen
Fusarium Virguliforme
Sudden-Death Syndrome
purl_subject.fl_str_mv https://purl.org/becyt/ford/4.5
https://purl.org/becyt/ford/4
dc.description.none.fl_txt_mv Based on the precedent discovery of a weak antifungal indole isolated from Aporpium caryae, which increased its activity when changing the N-alkyl chain, nineteen N-alkyl indoles, with alkyl chains from one to ten carbons and one or two hydroxyls, one amine or bromine functional groups, were prepared and fully characterized by spectroscopic methods. The aim of this study is the search for new synthetic agrochemical leads derived from natural products. The antifungal activity of the synthesized compounds against three fungal strains was measured in vitro. Six compounds presented good activity against Fusarium virguliforme, the causal agent of sudden-death syndrome (SDS) in soybean, in a bioautography assay. Four of them were tested in a germination test and in a greenhouse experiment. All tested compounds, applied as seed treatment, showed antifungal properties being effective to control SDS when there was low level of fungal contamination. Results indicate that some of the tested compounds are acting as growth inhibitors and represent new leads for the treatment of SDS for which no specific treatment has been previously reported.
Fil: Bertinetti, Brenda Veronica. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Scandiani, María Mercedes. Agricultural Laboratory Río Parana; Argentina
Fil: Cabrera, Gabriela Myriam. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
description Based on the precedent discovery of a weak antifungal indole isolated from Aporpium caryae, which increased its activity when changing the N-alkyl chain, nineteen N-alkyl indoles, with alkyl chains from one to ten carbons and one or two hydroxyls, one amine or bromine functional groups, were prepared and fully characterized by spectroscopic methods. The aim of this study is the search for new synthetic agrochemical leads derived from natural products. The antifungal activity of the synthesized compounds against three fungal strains was measured in vitro. Six compounds presented good activity against Fusarium virguliforme, the causal agent of sudden-death syndrome (SDS) in soybean, in a bioautography assay. Four of them were tested in a germination test and in a greenhouse experiment. All tested compounds, applied as seed treatment, showed antifungal properties being effective to control SDS when there was low level of fungal contamination. Results indicate that some of the tested compounds are acting as growth inhibitors and represent new leads for the treatment of SDS for which no specific treatment has been previously reported.
publishDate 2011
dc.date.none.fl_str_mv 2011-06
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/11336/83797
Bertinetti, Brenda Veronica; Scandiani, María Mercedes; Cabrera, Gabriela Myriam; Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean; Scientific Research; American Journal of Plant Sciences; 02; 02; 6-2011; 245-254
2158-2742
2158-2750
CONICET Digital
CONICET
url http://hdl.handle.net/11336/83797
identifier_str_mv Bertinetti, Brenda Veronica; Scandiani, María Mercedes; Cabrera, Gabriela Myriam; Analogs of Antifungal Indoles Isolated from Aporpium Caryae with Activity Against Sudden-Death Syndrome of Soybean; Scientific Research; American Journal of Plant Sciences; 02; 02; 6-2011; 245-254
2158-2742
2158-2750
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.4236/ajps.2011.22026
info:eu-repo/semantics/altIdentifier/url/http://www.scirp.org/journal/paperinformation.aspx?paperid=5549
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 Scientific Research
publisher.none.fl_str_mv Scientific Research
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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