1H and 13C NMR signal assignments of carboxyl‐linked glucosides of bile acids

Abstract

AbstractComplete 1H and 13C resonance assignments were carried out for a new type of carboxyl‐linked glucosides of chenodeoxycholic (3α,7α‐dihydroxy‐5β‐cholan‐24‐oic) and hyodeoxycholic (3α,6α‐dihydroxy‐5β‐cholan‐24‐oic) acids by using several homonuclear (1H–1H) and heteronuclear (1H–13C) 2D NMR techniques. Differences in the 1H and 13C resonances between the α‐ and β‐anomers of the ester glucosides of bile acids were clarified for the first time. A comparison of the 1H and 13C signal shifts induced by β‐D‐glucosidation at the 24‐carboxyl and 3α‐hydroxyl groups in the parent 5β‐cholanoic acid was also made. Copyright © 2003 John Wiley & Sons, Ltd.