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

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

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

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Veröffentlicht in:Magnetic resonance in chemistry 2007-10, Vol.45 (10), p.895-898
Hauptverfasser: Oliveira, Mauro Lúcio G, Duarte, Lucienir Pains, Silva, Grácia Divina F, Filho, Sidney Augusto Vieira, Knupp, Vagner Fernandes, Alves, Fernando Gomes P
Format: Artikel
Sprache:eng
Schlagworte:
Carbohydrate Sequence
Carbon Isotopes
Magnetic Resonance Spectroscopy - methods
Maytenus - chemistry
Nitrogen Isotopes
Triterpenes - chemistry
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Zusammenfassung:The compounds 3-oxofriedelane (1), 3beta-hydroxyfriedelane (2), 3,11-dioxofriedelane (3), 3,16-dioxofrie delane (4) and 3-oxo-12alpha-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-12alpha-hydroxyfriedelane (5) were established through (1)H and (13)C NMR and DEPT 135 spectral data including 2D experiments (HMBC, HMQC, COSY, and NOESY) and mass spectrometry (GC-MS).
ISSN:0749-1581