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Title: | Epikatonic acid from Austroplenckia populnea : structure elucidation by nmr spectroscopy and x-ray crystallography. |
Authors: | Silva, Grácia Divina de Fátima Duarte, Lucienir Pains Viera Filho, Sidney Augusto Doriguetto, Antônio Carlos Mascarenhas, Yvone Primerano |
Keywords: | Celastraceae Triterpene Triterpenoids |
Issue Date: | 2002 |
Citation: | SILVA, G. D. F. et al. Epikatonic acid from Austroplenckia populnea: structure elucidation by nmr spectroscopy and x-ray crystallography. Magnetic Resonance in Chemistry, Siegen, v. 40, n.5, p. 366-370, 2002. Disponível em: <https://onlinelibrary.wiley.com/doi/abs/10.1002/mrc.1009>. Acesso em: 20 jan. 2017. |
Abstract: | From the chloroform extract of Austroplenckia populnea, epikatonic acid, friedelin, populnonic acid, abruslactone A, salaspermic acid and 22b-epi-maytenfolic acid were isolated. The structure and stereochemistry of epikatonic acid were established by two-dimensional NMR spectroscopic techniques (HMQC, HMBC and NOESY) and later confirmed by single crystal X-ray diffraction as 3b-hydroxyolean- 12-en-29-oic acid, which unambiguously established the configuration of the hydroxyl group at C-3 as 3b-OH and the carboxyl group at C-20 as 20a-COOH. The crystal structure shows two independent molecules in the asymmetric unit. The crystal packing is stabilized by four O–H· · ·O intermolecular hydrogen bonds, which give rise to infinite double chains along the c axis. |
URI: | http://www.repositorio.ufop.br/handle/123456789/7564 |
metadata.dc.identifier.uri2: | https://onlinelibrary.wiley.com/doi/abs/10.1002/mrc.1009 |
ISSN: | 1097-458X |
Appears in Collections: | DEFAR - Artigos publicados em periódicos |
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ARTIGO_EpikatonicAcidAustroplenckia.pdf Restricted Access | 145,71 kB | Adobe PDF | View/Open |
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