Syntheses of Sulfo-Glycodendrimers Using Click Chemistry and Their Biological Evaluation

摘要

A series of novel glycol-clusters containing sulfonated N-acetyl-D-glucosamine (GlcNAc) have been synthesized using click chemistry. Three dendrimers with aromatic dendrons were synthesized using chlorination, azidation and click chemistries. The resulting dendrimers were modified with azide-terminated sulfonated GlcNAc using click chemistry. The sulfonated dendrimers showed affinity for proteins, including the lectin wheat germ agglutinin and amyloid beta peptide (1-42). The dendrimers of >G1 and >G2 in particular showed the largest affinity for the proteins. The addition of the sulfonated GlcNAc dendrimers of >G1 and >G2 exhibited an inhibition effect on the aggregation of the amyloid beta peptide, reduced the β-sheet conformation, and led to a reduction in the level of nanofiber formation.