Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structur...

Autores
Garraffo, H. Martin; Andriamaharavo, Nirina R.; Vaira, Marcos; Quiroga, Maria Fernanda; Heit, Cecilia Inés; Spande, Thomas F.
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
GC-MS analysis of single-skins of ten Melanophryniscus rubriventris toads (five collections of two toads each) captured during their breeding season in NW Argentina has revealed a total of 127 alkaloids of which 56 had not been previously detected in any frog or toad. Included among these new alkaloids are 23 new diastereomers of previously reported alkaloids. What is particularly distinguishing about the alkaloid profiles of these ten collections is the occurrence of many of the alkaloids, whether known or new to us, in only one of the ten skins sampled, despite two skins being obtained from each breeding site of the five populations. Many of the alkaloids are of classes known to have structures with branched-chains (e.g. pumiliotoxins and tricyclic structures) that are considered to derive from dietary mites. A large number of previously reported and new alkaloids are also of unclassified structures. Only a very few 3,5-disubstituted-indolizidine or -pyrrolizidine alkaloids are observed that have a straight-chain carbon skeleton and are likely derived from ant prey. The possible relationship of these collections made during the toad’s brief breeding episodes to sequestration of dietary arthropods and individual alkaloid profiles is discussed.
Fil: Garraffo, H. Martin. Laboratorio de Bioorganic Chemistry; Estados Unidos
Fil: Andriamaharavo, Nirina R.. Laboratorio de Bioorganic Chemistry; Estados Unidos
Fil: Vaira, Marcos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Salta. Instituto de Bio y Geociencias del NOA. Universidad Nacional de Salta. Facultad de Ciencias Naturales. Museo de Ciencias Naturales. Instituto de Bio y Geociencias del NOA; Argentina. Universidad Nacional de Jujuy. Facultad de Ingeniería; Argentina
Fil: Quiroga, Maria Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Jujuy. Universidad Nacional de Jujuy. Centro de Investigaciones y Transferencia de Jujuy; Argentina
Fil: Heit, Cecilia Inés. Laboratorio de Análisis de Residuos y Trazas; Argentina
Fil: Spande, Thomas F.. Laboratorio de Bioorganic Chemistry; Estados Unidos
Materia
ALKALOIDS
GAS CHROMATOGRAPHY?MASS SPECTROMETRY
MELANOPHRYNISCUS TOADS
REPRODUCTION, SEQUESTRATION
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:11336/199091
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structuresGarraffo, H. MartinAndriamaharavo, Nirina R.Vaira, MarcosQuiroga, Maria FernandaHeit, Cecilia InésSpande, Thomas F.ALKALOIDSGAS CHROMATOGRAPHY?MASS SPECTROMETRYMELANOPHRYNISCUS TOADSREPRODUCTION, SEQUESTRATIONhttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1GC-MS analysis of single-skins of ten Melanophryniscus rubriventris toads (five collections of two toads each) captured during their breeding season in NW Argentina has revealed a total of 127 alkaloids of which 56 had not been previously detected in any frog or toad. Included among these new alkaloids are 23 new diastereomers of previously reported alkaloids. What is particularly distinguishing about the alkaloid profiles of these ten collections is the occurrence of many of the alkaloids, whether known or new to us, in only one of the ten skins sampled, despite two skins being obtained from each breeding site of the five populations. Many of the alkaloids are of classes known to have structures with branched-chains (e.g. pumiliotoxins and tricyclic structures) that are considered to derive from dietary mites. A large number of previously reported and new alkaloids are also of unclassified structures. Only a very few 3,5-disubstituted-indolizidine or -pyrrolizidine alkaloids are observed that have a straight-chain carbon skeleton and are likely derived from ant prey. The possible relationship of these collections made during the toad’s brief breeding episodes to sequestration of dietary arthropods and individual alkaloid profiles is discussed.Fil: Garraffo, H. Martin. Laboratorio de Bioorganic Chemistry; Estados UnidosFil: Andriamaharavo, Nirina R.. Laboratorio de Bioorganic Chemistry; Estados UnidosFil: Vaira, Marcos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Salta. Instituto de Bio y Geociencias del NOA. Universidad Nacional de Salta. Facultad de Ciencias Naturales. Museo de Ciencias Naturales. Instituto de Bio y Geociencias del NOA; Argentina. Universidad Nacional de Jujuy. Facultad de Ingeniería; ArgentinaFil: Quiroga, Maria Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Jujuy. Universidad Nacional de Jujuy. Centro de Investigaciones y Transferencia de Jujuy; ArgentinaFil: Heit, Cecilia Inés. Laboratorio de Análisis de Residuos y Trazas; ArgentinaFil: Spande, Thomas F.. Laboratorio de Bioorganic Chemistry; Estados UnidosSpringer2012-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/199091Garraffo, H. Martin; Andriamaharavo, Nirina R.; Vaira, Marcos; Quiroga, Maria Fernanda; Heit, Cecilia Inés; et al.; Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures; Springer; Springer Plus; 1; 11-2012; 1-152193-1801CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://springerplus.springeropen.com/articles/10.1186/2193-1801-1-51info:eu-repo/semantics/altIdentifier/doi/10.1186/2193-1801-1-51info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:43:54Zoai:ri.conicet.gov.ar:11336/199091instacron: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 09:43:54.405CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
title Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
spellingShingle Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
Garraffo, H. Martin
ALKALOIDS
GAS CHROMATOGRAPHY?MASS SPECTROMETRY
MELANOPHRYNISCUS TOADS
REPRODUCTION, SEQUESTRATION
title_short Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
title_full Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
title_fullStr Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
title_full_unstemmed Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
title_sort Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures
dc.creator.none.fl_str_mv Garraffo, H. Martin
Andriamaharavo, Nirina R.
Vaira, Marcos
Quiroga, Maria Fernanda
Heit, Cecilia Inés
Spande, Thomas F.
author Garraffo, H. Martin
author_facet Garraffo, H. Martin
Andriamaharavo, Nirina R.
Vaira, Marcos
Quiroga, Maria Fernanda
Heit, Cecilia Inés
Spande, Thomas F.
author_role author
author2 Andriamaharavo, Nirina R.
Vaira, Marcos
Quiroga, Maria Fernanda
Heit, Cecilia Inés
Spande, Thomas F.
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv ALKALOIDS
GAS CHROMATOGRAPHY?MASS SPECTROMETRY
MELANOPHRYNISCUS TOADS
REPRODUCTION, SEQUESTRATION
topic ALKALOIDS
GAS CHROMATOGRAPHY?MASS SPECTROMETRY
MELANOPHRYNISCUS TOADS
REPRODUCTION, SEQUESTRATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv GC-MS analysis of single-skins of ten Melanophryniscus rubriventris toads (five collections of two toads each) captured during their breeding season in NW Argentina has revealed a total of 127 alkaloids of which 56 had not been previously detected in any frog or toad. Included among these new alkaloids are 23 new diastereomers of previously reported alkaloids. What is particularly distinguishing about the alkaloid profiles of these ten collections is the occurrence of many of the alkaloids, whether known or new to us, in only one of the ten skins sampled, despite two skins being obtained from each breeding site of the five populations. Many of the alkaloids are of classes known to have structures with branched-chains (e.g. pumiliotoxins and tricyclic structures) that are considered to derive from dietary mites. A large number of previously reported and new alkaloids are also of unclassified structures. Only a very few 3,5-disubstituted-indolizidine or -pyrrolizidine alkaloids are observed that have a straight-chain carbon skeleton and are likely derived from ant prey. The possible relationship of these collections made during the toad’s brief breeding episodes to sequestration of dietary arthropods and individual alkaloid profiles is discussed.
Fil: Garraffo, H. Martin. Laboratorio de Bioorganic Chemistry; Estados Unidos
Fil: Andriamaharavo, Nirina R.. Laboratorio de Bioorganic Chemistry; Estados Unidos
Fil: Vaira, Marcos. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Salta. Instituto de Bio y Geociencias del NOA. Universidad Nacional de Salta. Facultad de Ciencias Naturales. Museo de Ciencias Naturales. Instituto de Bio y Geociencias del NOA; Argentina. Universidad Nacional de Jujuy. Facultad de Ingeniería; Argentina
Fil: Quiroga, Maria Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Jujuy. Universidad Nacional de Jujuy. Centro de Investigaciones y Transferencia de Jujuy; Argentina
Fil: Heit, Cecilia Inés. Laboratorio de Análisis de Residuos y Trazas; Argentina
Fil: Spande, Thomas F.. Laboratorio de Bioorganic Chemistry; Estados Unidos
description GC-MS analysis of single-skins of ten Melanophryniscus rubriventris toads (five collections of two toads each) captured during their breeding season in NW Argentina has revealed a total of 127 alkaloids of which 56 had not been previously detected in any frog or toad. Included among these new alkaloids are 23 new diastereomers of previously reported alkaloids. What is particularly distinguishing about the alkaloid profiles of these ten collections is the occurrence of many of the alkaloids, whether known or new to us, in only one of the ten skins sampled, despite two skins being obtained from each breeding site of the five populations. Many of the alkaloids are of classes known to have structures with branched-chains (e.g. pumiliotoxins and tricyclic structures) that are considered to derive from dietary mites. A large number of previously reported and new alkaloids are also of unclassified structures. Only a very few 3,5-disubstituted-indolizidine or -pyrrolizidine alkaloids are observed that have a straight-chain carbon skeleton and are likely derived from ant prey. The possible relationship of these collections made during the toad’s brief breeding episodes to sequestration of dietary arthropods and individual alkaloid profiles is discussed.
publishDate 2012
dc.date.none.fl_str_mv 2012-11
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/11336/199091
Garraffo, H. Martin; Andriamaharavo, Nirina R.; Vaira, Marcos; Quiroga, Maria Fernanda; Heit, Cecilia Inés; et al.; Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures; Springer; Springer Plus; 1; 11-2012; 1-15
2193-1801
CONICET Digital
CONICET
url http://hdl.handle.net/11336/199091
identifier_str_mv Garraffo, H. Martin; Andriamaharavo, Nirina R.; Vaira, Marcos; Quiroga, Maria Fernanda; Heit, Cecilia Inés; et al.; Alkaloids from single skins of the Argentinian toad Melanophryniscus rubriventris (ANURA, BUFONIDAE): An unexpected variability in alkaloid profiles and a profusion of new structures; Springer; Springer Plus; 1; 11-2012; 1-15
2193-1801
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://springerplus.springeropen.com/articles/10.1186/2193-1801-1-51
info:eu-repo/semantics/altIdentifier/doi/10.1186/2193-1801-1-51
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
application/pdf
dc.publisher.none.fl_str_mv Springer
publisher.none.fl_str_mv Springer
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 13.13397

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