Studies of Oligosaccharides. XII. Hydrophilization of Glycyrrhetinic Acid by Coupling to Gentio Oligosaccharides

Abstract

Three kinds of analogues of glycyrrhezin (ester-, ether-and ester-ether-type glycosides) were synthesized by coupling gentio oligosachacrides to the carboxyl group, the hydroxyl group and both of its aglycone, and their hydrophilic properties were compared. The solubilities in water as well as water-oil partition coefficients increased with the increasing number of the D-glucose unit, and the introduction of sugars to the hydroxyl group was more effective to the solubilization of the aglycone than to the carboxyl group.