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Please use this identifier to cite or link to this item: http://acervodigital.unesp.br/handle/11449/131597
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dc.contributor.authorMartins, Carina C.-
dc.contributor.authorBassetto, Carlos A. Zanutto-
dc.contributor.authorSantos, Jandyson M.-
dc.contributor.authorEberlin, Marcos N.-
dc.contributor.authorMagalhães, Alvicler-
dc.contributor.authorVaranda, Wamberto-
dc.contributor.authorGonzalez, Eduardo R. Perez-
dc.date.accessioned2015-12-07T15:38:19Z-
dc.date.accessioned2016-10-25T21:23:55Z-
dc.date.available2015-12-07T15:38:19Z-
dc.date.available2016-10-25T21:23:55Z-
dc.date.issued2015-09-22-
dc.identifierhttp://dx.doi.org/10.1007/s00726-015-2099-6-
dc.identifier.citationAmino Acids, p. 1-15, 2015.-
dc.identifier.issn1438-2199-
dc.identifier.urihttp://hdl.handle.net/11449/131597-
dc.identifier.urihttp://acervodigital.unesp.br/handle/11449/131597-
dc.description.abstractHerein, we report the synthesis and mass spectrometry studies of several N-alkylbenzenesulfonamides structurally related to sulfanilic acid. The compounds were synthesized using a modified Schotten-Baumann reaction coupled with Meisenheimer arylation. Sequential mass spectrometry by negative mode electrospray ionization (ESI(-)-MS/MS) showed the formation of sulfoxylate anion (m/z 65) observed in the mass spectrum of p-chloro-N-alkylbenzenesulfonamides. Investigation of the unexpected loss of two water molecules, as observed by electron ionization mass spectrometry (EI-MS) analysis of p-(N-alkyl)lactam sulfonamides, led to the proposal of corresponding fragmentation pathways. These compounds showed loss of neutral iminosulfane dioxide molecule (M-79) with formation of ions observed at m/z 344 and 377. These ions were formed by rearrangement on ESI(+)-MS/MS analysis. Some of the molecules showed antagonistic activity against Kv3.1 voltage-gated potassium channels.en
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)-
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)-
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)-
dc.format.extent1-15-
dc.language.isoeng-
dc.sourcePubMed-
dc.subjectEsi-ms/msen
dc.subjectKv3.1en
dc.subjectMass spectrometryen
dc.subjectN-alkylbenzenesulfonamidesen
dc.titleMass spectrometry study of N-alkylbenzenesulfonamides with potential antagonist activity to potassium channelsen
dc.typeoutro-
dc.contributor.institutionUniversidade Estadual Paulista (UNESP)-
dc.contributor.institutionUniversidade Estadual de Campinas (UNICAMP)-
dc.contributor.institutionUniversidade de São Paulo (USP)-
dc.description.affiliationUniversidade Estadual Paulista (UNESP), Faculdade de Ciências e Tecnologia, Laboratório de Química Orgânica Fina, Departamento de Física, Química e Biologia, C.P. 467, Presidente Prudente, SP, Brasil-
dc.description.affiliationUniversity of Campinas (UNICAMP), Institute of Chemistry, ThoMSon Mass Spectrometry Laboratory, Campinas, SP, Brasil-
dc.description.affiliationUniversidade de Campinas, (UNICAMP), Instituto de Química, Departamento de Química Inorgânica, Campinas, SP, Brazil-
dc.description.affiliationUniversity of São Paulo (USP), Department of Physiology, School of Medicine of Ribeirão Preto, Ribeirão Preto, SP, Brazil-
dc.description.affiliationUnespLaboratório de Química Orgânica Fina, Departamento de Física, Química e Biologia, Faculdade de Ciências e Tecnologia, Universidade Estadual Paulista (UNESP), C.P. 467, Presidente Prudente, SP, 19060-900, Brazil.-
dc.description.affiliationUnespLaboratório de Química Orgânica Fina, Departamento de Física, Química e Biologia, Faculdade de Ciências e Tecnologia, Universidade Estadual Paulista (UNESP), C.P. 467, Presidente Prudente, SP, 19060-900, Brazil. eperez@fct.unesp.br.-
dc.description.sponsorshipIdFAPESP: 2013/24487-6-
dc.identifier.doi10.1007/s00726-015-2099-6-
dc.rights.accessRightsAcesso restrito-
dc.relation.ispartofAmino Acids-
dc.identifier.pubmed26395182-
Appears in Collections:Artigos, TCCs, Teses e Dissertações da Unesp

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