3-Oxo-12alpha-hydroxyfriedelane from Maytenus gonoclada: structure elucidation by 1H and 13C chemical shift assignments and 2D-NMR spectroscopy

The compounds 3-oxofriedelane (1), 3-hydroxyfriedelane (2), 3,11-dioxofriedelane (3), 3,16-dioxofrie delane (4) and 3-oxo-12-hydroxyfriedelane (5) were isolated from the hexane extract of Maytenus gonoclada Mart. (Celastraceae) leaves. Structural formula and the stereochemistry of the new pentacycli...

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Veröffentlicht in:Magnetic resonance in chemistry 2007-10, Vol.45 (10), p.895-898
Hauptverfasser: Oliveira, Mauro Lucio G, Duarte, Lucienir Pains, Silva, Gracia Divina F, Filho, Sidney Augusto Vieira, Knupp, Vagner Fernandes, Alves, Fernando Gomes P
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Sprache:eng
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Zusammenfassung:The compounds 3-oxofriedelane (1), 3-hydroxyfriedelane (2), 3,11-dioxofriedelane (3), 3,16-dioxofrie delane (4) and 3-oxo-12-hydroxyfriedelane (5) were isolated from the hexane extract of Maytenus gonoclada Mart. (Celastraceae) leaves. Structural formula and the stereochemistry of the new pentacyclic triterpene 3-oxo-12-hydroxyfriedelane (5) were established through 1H and 13C NMR and DEPT 135 spectral data including 2D experiments (HMBC, HMQC, COSY, and NOESY) and mass spectrometry (GC-MS).
ISSN:0749-1581
1097-458X
DOI:10.1002/mrc.2062