A series of novel acetylated piperazine-containing N-glucosides and bis(Nglucoside) 8a-i were synthesized by the nucleophilic addition of acetylated glucopyranosyl isothiocyanate with various substituted piperazines in THF with high yields. Their novel deacetylated products 9a-i were also synthesized after Me- ONa/MeOH treatment. The preliminary bioassays for 18 novel title compounds showed that several compounds have significant fungicidal activity against Fusarium omysporum, Cercospora arachidicola and Phytophthora capsici at 50 μg/mL.
Keywords: N-Glucoside, substituted piperazine, glucopyranosyl isothiocyanate, synthesis, biological activity.