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3‐Oxo‐12α‐hydroxyfriedelane from Maytenus gonoclada : structure elucidation by 1 H and 13 C chemical shift assignments and 2D‐NMR spectroscopy
Author(s) -
Oliveira Mauro Lúcio G.,
Duarte Lucienir Pains,
Silva Grácia Divina F.,
Filho Sidney Augusto Vieira,
Knupp Vagner Fernandes,
Alves Fernando Gomes P.
Publication year - 2007
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2062
Subject(s) - chemistry , celastraceae , dept , triterpene , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , nuclear magnetic resonance spectroscopy , mass spectrometry , hexane , carbon 13 nmr , organic chemistry , chromatography , medicine , alternative medicine , pathology
The compounds 3‐oxofriedelane (1), 3β‐hydroxyfriedelane (2), 3,11‐dioxofriedelane (3), 3,16‐dioxofrie delane (4) and 3‐oxo‐12α‐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‐12α‐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). Copyright © 2007 John Wiley & Sons, Ltd.