Stereoselective synthesis of Lewis-associated trisaccharides as E-selectin inhibitors

Article abstract of DOI:10.1016/0960-894X(96)00370-8

Three types of Lewis-associated trisaccharides [the Le^a analogs, their epimers with respect to the fucose residue (the 1c-epi-Le^a analogs), and the Le(x) analogs] were synthesized in a stereoselective manner. Not only the Le^a analogs but also the 1c-epi-Le^a analogs inhibited E-selectin-mediated neutrophil accumulation into pleural cavity in lipoteichoic acid-treated mice, with the trend being Le^a > 1c-epi-Le^a > Le(x).