Synthesis and Sedative Activity of 4-Substituted Phenyl-(2,3,4,6-Tetrabenzyloxy)-β-D-Allopyranosyloxy Derivatives

Abstract

A series of helicid derivatives with benzyl protection of the hydroxyl group at allopyranosyloxy was synthesized and evaluated for sedative-hypnotic activity. The structures of the new compounds were characterized by 1H NMR, IR, and HR-MS spectra. The sedative-hypnotic activities of the target compounds were evaluated using the spontaneous locomotor activity test in mice. Most of the derivatives have moderate to high activity; in particular, compound 3b presented the most potent sedative-hypnotic effect in comparison with the other derivatives, and derivatives 4c, 4d, and 4e also showed higher sedative-hypnotic activities.