Synthesis of 12 stereochemically and structurally diverse c-trisaccharides

摘要

Cell surface carbohydrates and their analogs may be used to study the cellular interactions responsible for adhesion to pathogenic bacteria, viruses, and other cells and may represent leads for drug discovery. We have generated 12 C-trisaccharides (7-18) as potential inhibitors for the cell surface proteins of the bacterium helicobactor pylori. The strategy used has resulted in the generation of C-trisaccharides structures that are represented by the formula Fucα(1-2)-hexose- (1-3)-GlcNAc where each of the 12 compounds possesses a central sugar that has been systematically replaced with stereochemically diverse structures, including D and L sugars, through de nouo synthesis.