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

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dc.contributor.authorDaly, John W.
dc.contributor.authorGarraffo, H. Martin
dc.contributor.authorSpande, Thomas F.
dc.contributor.authorYeh, Herman J. C.
dc.contributor.authorPeltzer, Paola M.
dc.contributor.authorCacivio, Pedro M.
dc.contributor.authorBaldo, J. Diego
dc.contributor.authorFaivovich, Julian [UNESP]
dc.contributor.institutionNIDDKD
dc.contributor.institutionESS FBCB UNL
dc.contributor.institutionUniv Nacl Misiones
dc.contributor.institutionConsejo Nacl Invest Cient & Tecn
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T15:33:30Z
dc.date.available2014-05-20T15:33:30Z
dc.date.issued2008-12-15
dc.description.abstractAlkaloid 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 kiappenbachi and Melanophryniscus cupreuscapularis) from similar habitats in the Corrientes/Chaco Provinces of Argentina have similar profiles of alkaloids, which differ considerably in profiles from other Metanophryniscus species from Brazil, Uruguay and Argentina. Structures of two major alkaloids 239Q (1) and 275I (2) were determined by mass, FTIR, and NMR spectral analysis as 5Z9Z-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 homopumiliotoxin with an unprecedented conjugated exocyclic diene moiety. (C) 2008 Elsevier Ltd. All rights reserved.en
dc.description.affiliationNIDDKD, Bioorgan Chem Lab, NIH, DHHS, Bethesda, MD 20892 USA
dc.description.affiliationESS FBCB UNL, Fac Bioquim & Ciencias Biol, CONICET, RA-3000 Santa Fe, Argentina
dc.description.affiliationUniv Nacl Misiones, CONICET, Lab Genet Evolut, Fac Ciencias Exactas Quim & Nat,Dept Genet, Posadas, Misiones, Argentina
dc.description.affiliationConsejo Nacl Invest Cient & Tecn, Museo Argentina Ciencias Nat, Div Herpetol, RA-1405 Buenos Aires, DF, Argentina
dc.description.affiliationUniv Estadual Paulista, Inst Biociencias, Dept Zool, BR-13506900 São Paulo, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Inst Biociencias, Dept Zool, BR-13506900 São Paulo, Brazil
dc.description.sponsorshipNIDDK
dc.description.sponsorshipPMP
dc.description.sponsorshipJDB
dc.description.sponsorshipConsejo Nacional de Investigaciones Científicas y Técnicas (CONICET)
dc.description.sponsorshipPICT (Proyecto de Investigacion Cientifica y Tecnologica)
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipIdPICT: 2006 223
dc.description.sponsorshipIdFAPESP: 05/56756-0
dc.description.sponsorshipIdFAPESP: 06/562088-5
dc.format.extent858-870
dc.identifierhttp://dx.doi.org/10.1016/j.toxicon.2008.08.016
dc.identifier.citationToxicon. Oxford: Pergamon-Elsevier B.V. Ltd, v. 52, n. 8, p. 858-870, 2008.
dc.identifier.doi10.1016/j.toxicon.2008.08.016
dc.identifier.issn0041-0101
dc.identifier.urihttp://hdl.handle.net/11449/42107
dc.identifier.wosWOS:000262053700005
dc.language.isoeng
dc.publisherPergamon-Elsevier B.V. Ltd
dc.relation.ispartofToxicon
dc.relation.ispartofjcr2.352
dc.relation.ispartofsjr0,692
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectAlkaloidsen
dc.subjectAntsen
dc.subjectBufonidaeen
dc.subjectDietary arthropodsen
dc.subjectMass spectrometryen
dc.subjectMitesen
dc.titleIndolizidine 239Q and quinolizidine 275I. Major alkaloids in two Argentinian bufonid toads (Melanophryniscus)en
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderPergamon-Elsevier B.V. Ltd
dspace.entity.typePublication
unesp.author.orcid0000-0003-2382-0872[7]
unesp.campusUniversidade Estadual Paulista (UNESP), Instituto de Biociências, Rio Claropt
unesp.departmentZoologia - IBpt

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Rio Claro - IB - Instituto de Biociências