Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)

Autores
Daly, John W.; Garraffo, H. Martin; Spande, Thomas F.; Yeh, Herman J.C.; Peltzer, Paola; Cacivio, Pedro M.; Baldo, Juan Diego; Faivovich, Julián
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Alkaloid profiles in skin of poison frogs/toads (Dendrobatidae, Mantellidae, Bufonidae,and Myobatrachidae) are highly dependent on diet and hence on the nature of habitat.Extracts of the two species of toads (Melanophryniscus klappenbachi and Melanophryniscuscupreuscapularis) from similar habitats in the Corrientes/Chaco Provinces of Argentinahave similar profiles of alkaloids, which differ considerably in profiles from otherMelanophryniscus species from Brazil, Uruguay and Argentina. Structures of two majoralkaloids 239Q (1) and 275I (2) were determined by mass, FTIR, and NMR spectralanalysis as 5Z,9Z-3-(1-hydroxybutyl)-5-propylindolizidine and 6Z,10E-4,6-di(pent-4-enyl)quinolizidine, respectively. A third alkaloid, 249F (3), is postulated to be a homopumiliotoxinwith an unprecedented conjugated exocyclic diene moiety.
Fil: Daly, John W.. National Institutes of Health; Estados Unidos
Fil: Garraffo, H. Martin. National Institutes of Health; Estados Unidos
Fil: Spande, Thomas F.. National Institutes of Health; Estados Unidos
Fil: Yeh, Herman J.C.. National Institutes of Health; Estados Unidos
Fil: Peltzer, Paola. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Laboratorio de Saneamiento Ambiental. Cátedra de Ecotoxicología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Cacivio, Pedro M.. No especifíca;
Fil: Baldo, Juan Diego. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas | Universidad Nacional de Misiones. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas; Argentina
Fil: Faivovich, Julián. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Museo Argentino de Ciencias Naturales "Bernardino Rivadavia"; Argentina
Materia
Alkaloids
Ants
Bufonidae
Mass spectrometry
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:11336/110825
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/110825
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)Daly, John W.Garraffo, H. MartinSpande, Thomas F.Yeh, Herman J.C.Peltzer, PaolaCacivio, Pedro M.Baldo, Juan DiegoFaivovich, JuliánAlkaloidsAntsBufonidaeMass spectrometryhttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Alkaloid profiles in skin of poison frogs/toads (Dendrobatidae, Mantellidae, Bufonidae,and Myobatrachidae) are highly dependent on diet and hence on the nature of habitat.Extracts of the two species of toads (Melanophryniscus klappenbachi and Melanophryniscuscupreuscapularis) from similar habitats in the Corrientes/Chaco Provinces of Argentinahave similar profiles of alkaloids, which differ considerably in profiles from otherMelanophryniscus species from Brazil, Uruguay and Argentina. Structures of two majoralkaloids 239Q (1) and 275I (2) were determined by mass, FTIR, and NMR spectralanalysis as 5Z,9Z-3-(1-hydroxybutyl)-5-propylindolizidine and 6Z,10E-4,6-di(pent-4-enyl)quinolizidine, respectively. A third alkaloid, 249F (3), is postulated to be a homopumiliotoxinwith an unprecedented conjugated exocyclic diene moiety.Fil: Daly, John W.. National Institutes of Health; Estados UnidosFil: Garraffo, H. Martin. National Institutes of Health; Estados UnidosFil: Spande, Thomas F.. National Institutes of Health; Estados UnidosFil: Yeh, Herman J.C.. National Institutes of Health; Estados UnidosFil: Peltzer, Paola. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Laboratorio de Saneamiento Ambiental. Cátedra de Ecotoxicología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Cacivio, Pedro M.. No especifíca;Fil: Baldo, Juan Diego. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas | Universidad Nacional de Misiones. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas; ArgentinaFil: Faivovich, Julián. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Museo Argentino de Ciencias Naturales "Bernardino Rivadavia"; ArgentinaPergamon-Elsevier Science Ltd2008-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/110825Daly, John W.; Garraffo, H. Martin; Spande, Thomas F.; Yeh, Herman J.C.; Peltzer, Paola; et al.; Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus); Pergamon-Elsevier Science Ltd; Toxicon; 52; 8; 12-2008; 858-8700041-0101CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.toxicon.2008.08.016info:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S0041010108005035info:eu-repo/semantics/altIdentifier/url/https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2668131/info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:04Zoai:ri.conicet.gov.ar:11336/110825instacron: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 09:47:04.945CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
title Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
spellingShingle Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
Daly, John W.
Alkaloids
Ants
Bufonidae
Mass spectrometry
title_short Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
title_full Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
title_fullStr Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
title_full_unstemmed Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
title_sort Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)
dc.creator.none.fl_str_mv Daly, John W.
Garraffo, H. Martin
Spande, Thomas F.
Yeh, Herman J.C.
Peltzer, Paola
Cacivio, Pedro M.
Baldo, Juan Diego
Faivovich, Julián
author Daly, John W.
author_facet Daly, John W.
Garraffo, H. Martin
Spande, Thomas F.
Yeh, Herman J.C.
Peltzer, Paola
Cacivio, Pedro M.
Baldo, Juan Diego
Faivovich, Julián
author_role author
author2 Garraffo, H. Martin
Spande, Thomas F.
Yeh, Herman J.C.
Peltzer, Paola
Cacivio, Pedro M.
Baldo, Juan Diego
Faivovich, Julián
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Alkaloids
Ants
Bufonidae
Mass spectrometry
topic Alkaloids
Ants
Bufonidae
Mass spectrometry
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Alkaloid profiles in skin of poison frogs/toads (Dendrobatidae, Mantellidae, Bufonidae,and Myobatrachidae) are highly dependent on diet and hence on the nature of habitat.Extracts of the two species of toads (Melanophryniscus klappenbachi and Melanophryniscuscupreuscapularis) from similar habitats in the Corrientes/Chaco Provinces of Argentinahave similar profiles of alkaloids, which differ considerably in profiles from otherMelanophryniscus species from Brazil, Uruguay and Argentina. Structures of two majoralkaloids 239Q (1) and 275I (2) were determined by mass, FTIR, and NMR spectralanalysis as 5Z,9Z-3-(1-hydroxybutyl)-5-propylindolizidine and 6Z,10E-4,6-di(pent-4-enyl)quinolizidine, respectively. A third alkaloid, 249F (3), is postulated to be a homopumiliotoxinwith an unprecedented conjugated exocyclic diene moiety.
Fil: Daly, John W.. National Institutes of Health; Estados Unidos
Fil: Garraffo, H. Martin. National Institutes of Health; Estados Unidos
Fil: Spande, Thomas F.. National Institutes of Health; Estados Unidos
Fil: Yeh, Herman J.C.. National Institutes of Health; Estados Unidos
Fil: Peltzer, Paola. Universidad Nacional del Litoral. Facultad de Bioquímica y Ciencias Biológicas. Laboratorio de Saneamiento Ambiental. Cátedra de Ecotoxicología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Cacivio, Pedro M.. No especifíca;
Fil: Baldo, Juan Diego. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas | Universidad Nacional de Misiones. Instituto de Biología Subtropical. Instituto de Biología Subtropical - Nodo Posadas; Argentina
Fil: Faivovich, Julián. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Museo Argentino de Ciencias Naturales "Bernardino Rivadavia"; Argentina
description Alkaloid profiles in skin of poison frogs/toads (Dendrobatidae, Mantellidae, Bufonidae,and Myobatrachidae) are highly dependent on diet and hence on the nature of habitat.Extracts of the two species of toads (Melanophryniscus klappenbachi and Melanophryniscuscupreuscapularis) from similar habitats in the Corrientes/Chaco Provinces of Argentinahave similar profiles of alkaloids, which differ considerably in profiles from otherMelanophryniscus species from Brazil, Uruguay and Argentina. Structures of two majoralkaloids 239Q (1) and 275I (2) were determined by mass, FTIR, and NMR spectralanalysis as 5Z,9Z-3-(1-hydroxybutyl)-5-propylindolizidine and 6Z,10E-4,6-di(pent-4-enyl)quinolizidine, respectively. A third alkaloid, 249F (3), is postulated to be a homopumiliotoxinwith an unprecedented conjugated exocyclic diene moiety.
publishDate 2008
dc.date.none.fl_str_mv 2008-12
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/11336/110825
Daly, John W.; Garraffo, H. Martin; Spande, Thomas F.; Yeh, Herman J.C.; Peltzer, Paola; et al.; Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus); Pergamon-Elsevier Science Ltd; Toxicon; 52; 8; 12-2008; 858-870
0041-0101
CONICET Digital
CONICET
url http://hdl.handle.net/11336/110825
identifier_str_mv Daly, John W.; Garraffo, H. Martin; Spande, Thomas F.; Yeh, Herman J.C.; Peltzer, Paola; et al.; Indolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus); Pergamon-Elsevier Science Ltd; Toxicon; 52; 8; 12-2008; 858-870
0041-0101
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/j.toxicon.2008.08.016
info:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S0041010108005035
info:eu-repo/semantics/altIdentifier/url/https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2668131/
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
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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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