Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview

Molecules

Anne Wadouachi¹ 

[1] Laboratoire des Glucides UMR CNRS 6219, Université de Picardie Jules Verne, 33 Rue Saint Leu, F-80039 Amiens, France

关键词: glycosidation;    glucuronic acid;    galacturonic acid;    mannuronic acid;    stereoselectivity;   

DOI  :  10.3390/molecules16053933

来源: mdpi

【 摘 要 】

Uronic acids are carbohydrates present in relevant biologically active compounds. Most of the latter are glycosides or oligosaccharides linked by their anomeric carbon, so their synthesis requires glycoside-bond formation. The activation of this anomeric center remains difficult due to the presence of the electron-withdrawing C-5 carboxylic group. Herein we present an overview of glucuronidation, mannuronidation and galacturonidation reactions, including syntheses of prodrugs, oligosaccharides and stereochemical aspects.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.