Please use this identifier to cite or link to this item: http://repositorio.ufla.br/jspui/handle/1/15362
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dc.creatorBatista Junior, João M.-
dc.creatorBatista, Andrea N. L.-
dc.creatorRinaldo, Daniel-
dc.creatorVilegas, Wagner-
dc.creatorAmbrósio, Daniela L.-
dc.creatorCicarelli, Regina M. B.-
dc.creatorBolzani, Vanderlan S.-
dc.creatorKato, Massuo J.-
dc.creatorNafie, Laurence A.-
dc.creatorLópez, Silvia N.-
dc.creatorFulan, Maysa-
dc.date.accessioned2017-09-11T13:00:47Z-
dc.date.available2017-09-11T13:00:47Z-
dc.date.issued2011-
dc.identifier.citationBATISTA JUNIOR, J. M. et al. Absolute configuration and selective trypanocidal activity of gaudichaudianic acid enantiomers. Journal of Natural Products, Cincinnati, v. 74, n. 5, p. 1154–1160, 2011.pt_BR
dc.identifier.urihttp://pubs.acs.org/doi/abs/10.1021/np200085hpt_BR
dc.identifier.urirepositorio.ufla.br/jspui/handle/1/15362-
dc.description.abstractGaudichaudianic 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.pt_BR
dc.languageen_USpt_BR
dc.publisherThe American Chemical Society and American Society of Pharmacognosypt_BR
dc.rightsrestrictAccesspt_BR
dc.sourceJournal of Natural Productspt_BR
dc.subjectTrypanocidal activitypt_BR
dc.subjectGaudichaudianic acidpt_BR
dc.subjectTrypanocidal compoundspt_BR
dc.subjectAtividade tripanocidapt_BR
dc.subjectÁcido gaudichaudianumpt_BR
dc.subjectCompostos tripanocidaspt_BR
dc.titleAbsolute configuration and selective trypanocidal activity of gaudichaudianic acid enantiomerspt_BR
dc.typeArtigopt_BR
Appears in Collections:DQI - Artigos publicados em periódicos

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