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NMR assignments of ellagic acid derivatives
Author(s) -
Li XingCong,
Elsohly Hala N.,
Hufford Charles D.,
Clark Alice M.
Publication year - 1999
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(199911)37:11<856::aid-mrc529>3.0.co;2-x
Subject(s) - ellagic acid , chemistry , carbon 13 nmr , nuclear magnetic resonance spectroscopy , proton nmr , organic chemistry , stereochemistry , medicinal chemistry , antioxidant , polyphenol
HMBC spectroscopy optimized for small couplings was employed to determine the four‐bond and two‐bond proton carbon correlations on the aromatic rings of ellagic acid derivatives. Complete 13 C NMR assignments of 3′‐ O ‐methyl‐3,4‐methylenedioxyellagic acid 4′‐ O ‐β‐ D ‐glucopyranoside ( 1 ), 3,3′‐di‐ O ‐methylellagic acid 4′‐ O ‐β‐ D ‐xylopyranoside ( 2 ), 3,3′,4‐tri‐ O ‐methylellagic acid 4′‐ O ‐β‐ D ‐glucopyranoside ( 3 ) and ellagic acid ( 4 ) were achieved using this technique. This study indicates that optimization of the delay time in the HMBC spectrum is crucial in assigning the 13 C NMR signals of phenolic compounds with highly oxygenated quaternary carbons. Copyright © 1999 John Wiley & Sons, Ltd.