Absolute configuration and selective trypanocidal activity of gaudichaudianic acid enantiomers

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MetadadosDescriçãoIdioma
Autor(es): dc.creatorBatista Junior, João M.-
Autor(es): dc.creatorBatista, Andrea N. L.-
Autor(es): dc.creatorRinaldo, Daniel-
Autor(es): dc.creatorVilegas, Wagner-
Autor(es): dc.creatorAmbrósio, Daniela L.-
Autor(es): dc.creatorCicarelli, Regina M. B.-
Autor(es): dc.creatorBolzani, Vanderlan S.-
Autor(es): dc.creatorKato, Massuo J.-
Autor(es): dc.creatorNafie, Laurence A.-
Autor(es): dc.creatorLópez, Silvia N.-
Autor(es): dc.creatorFulan, Maysa-
Data de aceite: dc.date.accessioned2026-02-09T11:19:54Z-
Data de disponibilização: dc.date.available2026-02-09T11:19:54Z-
Data de envio: dc.date.issued2017-09-11-
Data de envio: dc.date.issued2017-09-11-
Data de envio: dc.date.issued2011-
Fonte completa do material: dc.identifierhttps://repositorio.ufla.br/handle/1/15362-
Fonte completa do material: dc.identifierhttp://pubs.acs.org/doi/abs/10.1021/np200085h-
Fonte: dc.identifier.urihttp://educapes.capes.gov.br/handle/capes/1138615-
Descrição: dc.descriptionGaudichaudianic acid, a prenylated chromene isolated from Piper gaudichaudianum, has been described as a potent trypanocidal compound against the Y-strain of Trypanosoma cruzi. We herein describe its isolation as a racemic mixture followed by enantiomeric resolution using chiral HPLC and determination of the absolute configuration of the enantiomers as (+)-S and (−)-R by means of a combination of electronic and vibrational circular dichroism using density functional theory calculations. Investigation of the EtOAc extract of the roots, stems, and leaves from both adult specimens and seedlings of P. gaudichaudianum revealed that gaudichaudianic acid is biosynthesized as a racemic mixture from the seedling stage onward. Moreover, gaudichaudianic acid was found exclusively in the roots of seedlings, while it is present in all organs of the adult plant. Trypanocidal assays indicated that the (+)-enantiomer was more active than its antipode. Interestingly, mixtures of enantiomers showed a synergistic effect, with the racemic mixture being the most active.-
Idioma: dc.languageen-
Publicador: dc.publisherThe American Chemical Society and American Society of Pharmacognosy-
Direitos: dc.rightsrestrictAccess-
???dc.source???: dc.sourceJournal of Natural Products-
Palavras-chave: dc.subjectTrypanocidal activity-
Palavras-chave: dc.subjectGaudichaudianic acid-
Palavras-chave: dc.subjectTrypanocidal compounds-
Palavras-chave: dc.subjectAtividade tripanocida-
Palavras-chave: dc.subjectÁcido gaudichaudianum-
Palavras-chave: dc.subjectCompostos tripanocidas-
Título: dc.titleAbsolute configuration and selective trypanocidal activity of gaudichaudianic acid enantiomers-
Tipo de arquivo: dc.typeArtigo-
Aparece nas coleções:Repositório Institucional da Universidade Federal de Lavras (RIUFLA)

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