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Structural determination of 3β‐stearyloxy‐urs‐12‐ene from Maytenus salicifolia by 1D and 2D NMR and quantitative 13 C NMR spectroscopy
Author(s) -
Miranda R. R. S.,
Silva G. D. F.,
Duarte L. P.,
Fortes I. C. P.,
Filho S. A. Vieira
Publication year - 2006
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.1734
Subject(s) - chemistry , friedelin , lupeol , celastraceae , two dimensional nuclear magnetic resonance spectroscopy , triterpene , heteronuclear single quantum coherence spectroscopy , carbon 13 nmr , stereochemistry , nuclear magnetic resonance spectroscopy , proton nmr , ene reaction , mass spectrometry , triterpenoid , organic chemistry , chromatography , medicine , alternative medicine , pathology
Six pentacyclic triterpenoids, 3β‐stearyloxy‐urs‐12‐ene (1), friedelin (2), 3β‐friedelinol (3), α‐amyrin (4), β‐amyrin (5), and lupeol (6), have been isolated from the hexane extract of Maytenus salicifolia Reissek (Celastraceae) leaves. The molecular and structural formula as well as the stereochemistry of a new pentacyclic triterpene (1) were determined using data obtained from 1 H and 13 C NMR spectra, DEPT135 and by 2D HSQC, HMBC, COSY and NOESY experiments. The molecular formula C 48 H 84 O 2 was established using quantitative 13 C NMR, and the molecular weight (692 Da) was confirmed by elemental analysis and mass spectrometry (GC‐MS). Copyright © 2005 John Wiley & Sons, Ltd.