G. Kretzschmar
Apr 9, 1998
Citations
0
Influential Citations
18
Citations
Journal
Tetrahedron
Abstract
Abstract A series of low molecular weight sialyl-Lewis X analogs based on either rigid or flexible replacements for the carbohydrates were designed as orally available anti-inflammatory drugs, synthesized and tested in cell-based adhesion assays. The flexible glycomimetic 7a lacking any glycoside or peptide linkage was prepared in 4 steps and 41% overall yield from methyl 3,5-dihydroxybenzoate and the fucose derivative 18 and exhibited about equal binding affinity to E- and P-selectin compared to the parent tetrasaccharide.