Studies on the constituents of Broussonetia species. VII. Four new pyrrolidine alkaloids, broussonetines M, O, P, and Q, as inhibitors of glycosidase, from Broussonetia kazinoki Sieb.

Four new pyrrolidine alkaloids, broussonetines M, O, P, and Q, were isolate d from the branches of Broussonetia kazinoki SIEB. (Moraceae). Broussonetin es M, O, P, and Q were formulated as (2R,3R,4R,5R)-2-hydroxy-methyl-3,4-dih ydroxy-5-[(10S)-10,13-dihydroxy-tridecyl]pyrrolidine (1), (2R,3R,4R,5R)-2-h ydroxymethyl-3,4-dihydroxy-5-[(E)9-oxo-13-hydroxy-3-tridecenyl]pyrrolidine (2), (2R,3R,4R,5R)-2-hydroxymethyl-3,4-dihydroxy-5-[(E)10-oxo-13-hydroxy-3- tridecenyl)pyrrolidine (3), and (2R,3S,4R,5R)-2-hydroxymethyl-3-hydroxy-4-( beta-D-glucopyranosyloxy)-5-[10-oxo-13-(beta-D-glucopyranosyloxy)tridecyl]p yrrolidine (4) respectively: by spectroscopic and chemical methods. 1-4 inh ibited beta-glucosidase, beta-galactosidase and beta-mannosidase.