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Isolation and identification by 2D NMR of two new complex saponins from Michrosechium helleri
Author(s) -
León Ismael,
Enríquez Raul G.,
McLean Stewart,
Reynolds William F.,
Yu Margaret
Publication year - 1998
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/(sici)1097-458x(199806)36:13<s111::aid-omr307>3.0.co;2-9
Subject(s) - chemistry , aglycone , triterpene , monosaccharide , two dimensional nuclear magnetic resonance spectroscopy , nmr spectra database , heteronuclear single quantum coherence spectroscopy , saponin , proton nmr , carbon 13 nmr , spectral line , stereochemistry , organic chemistry , glycoside , alternative medicine , pathology , astronomy , medicine , physics
Two complex saponins, amole F and G, were characterized and their spectra were assigned using only 1D and 2D 1 H and NMR methods. Amole F and G have seven and six monosaccharides, respectively, linked to the triterpene aglycone bayogenin. In addition to standard 2D methods, a series of TOCSY spectra with different mixing times and a high‐resolution coupled HSQC spectrum were particularly useful for assigning the monosaccharide units. It is concluded that saponins of this complexity are approaching the limit of structural complexity that can be solved by NMR alone, although the limit might be pushed further by access to ultra‐high field NMR spectrometers. © 1998 John Wiley & Sons, Ltd.