Synthesis and Biological Studies of O3‐Aryl Galactosides as Galectin Inhibitors

Abstract β‐Galactose derivatives have recently been reported to selectively inhibit galectin‐3, and a library of O3‐arylated galactosides with varying substitution patterns was designed study such inhibitions further. The were synthesized using diaryliodonium salts under mild transition metal free conditions, providing the target products in moderate good yields. An O3‐trifluoroethylated galactoside also iodonium salt chemistry. Azido‐substituted subsequently transformed into corresponding triazoles. After deprotection, selection evaluated for inhibitory potencies against galectins‐1, 3, 4 N (N‐terminal domain), C (C‐terminal 7, 8 N, C, 9 one compound promising affinity selectivity both N‐ C‐terminal domain galectin‐9 discovered.