Complete 1H and 13C resonance assignments of glycosidic conjugates of non‐amidated and amidated bile acids

Abstract

AbstractComplete 1H and 13C resonance assignments on the basis of 1D and 2D NMR were made for seven naturally occurring variants of the 3α‐, 6α‐ and 7β‐O‐β‐D‐glycosidic conjugates (glucosides, N‐acetylglucosaminides and glucuronides) of non‐amidated and glycine‐ and taurine‐amidated bile acids related to lithocholic, hyodeoxycholic, chenodeoxycholic, ursodeoxycolic, deoxycholic and cholic acids. The 1H and 13C NMR signals serving to characterize each of the glycosidic conjugates of bile acids and the effects of the O‐β‐D‐glucosidation, O‐β‐D‐N‐acetylglucosaminidation and O‐β‐D‐glucuronidation at the 3‐, 6‐ or 7‐position in the 5β‐steroid nucleus on the 1H and 13C resonances were clarified and used in the structural elucidation of these bile acid glycosides. Copyright © 2001 John Wiley & Sons, Ltd.