Stereochemistry of 16α-hydroxyfriedelin and 3-oxo-16-methylfriedel-16-ene established by 2D NMR spectroscopy.

dc.contributor.authorDuarte, Lucienir Pains
dc.contributor.authorMiranda, Roqueline Rodrigues Silva de
dc.contributor.authorRodrigues, Salomão Bento Vasconcelos
dc.contributor.authorSilva, Grácia Divina de Fátima
dc.contributor.authorVieira Filho, Sidney Augusto
dc.contributor.authorKnupp, Vagner Fernandes
dc.date.accessioned2014-11-14T18:57:40Z
dc.date.available2014-11-14T18:57:40Z
dc.date.issued2009
dc.description.abstractFriedelin (1), 3β-friedelinol (2), 28-hydroxyfriedelin (3), 16α-hydroxyfriedelin (4), 30-hydroxyfriedelin (5) and 16α,28-dihydroxyfriedelin (6) were isolated through fractionation of the hexane extract obtained from branches of Salacia elliptica. After a week in CDCl3 solution, 16α-hydroxyfriedelin (4) reacted turning into 3-oxo-16- methylfriedel-16-ene (7). This is the first report of a dehydration followed by a Nametkin rearrangement of a pentacyclic triterpene in CDCl3 solution occurring in the NMR tube. These seven pentacyclic triterpenes was identified through NMR spectroscopy and the stereochemistry of compound 4 and 7 was established by 2D NMR (NOESY) spectroscopy and mass spectrometry (GC-MS). It is also the first time that all the 13C-NMR and 2D NMR spectral data are reported for compounds 4 and 7.pt_BR
dc.identifier.citationDUARTE, L. P. et al. Stereochemistry of 16α-hydroxyfriedelin and 3-oxo-16-methylfriedel-16-ene established by 2D NMR spectroscopy. Molecules, v. 14, p. 598-607, 2009. Disponível em: <http://www.mdpi.com/1420-3049/14/2/598>. Acesso em: 20 ago. 2014.pt_BR
dc.identifier.doihttps://doi.org/10.3390/molecules14020598
dc.identifier.issn1420-3049
dc.identifier.urihttp://www.repositorio.ufop.br/handle/123456789/3863
dc.rights.licenseThis is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Fonte: Molecules <http://www.mdpi.com/1420-3049/18/8/9919>. Acesso em: 08 set. 2014.pt_BR
dc.subjectSalacia ellipticapt_BR
dc.subjectCelastraceaept_BR
dc.titleStereochemistry of 16α-hydroxyfriedelin and 3-oxo-16-methylfriedel-16-ene established by 2D NMR spectroscopy.pt_BR
dc.typeArtigo publicado em periodicopt_BR

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