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

摘要

Four new pyrrolidine alkaloids, broussonetines, M, O, P, and Q, were isolated from the branches of Broussonetia kazinoki Sieb. (Moraceae). Broussonetines, M, O, P, and Q were formulated as (2R,3R,4R,5R)-2-hydroxymethyl-3,4-dihydroxy-5-[(10S)-10,13-dihydroxy-tridecyl]pyrrolidine (1), (2R,3R,4R,5R)-2-hydroxymethyl-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-(β-D-glucopyranosyloxy)-5-[10-oxo-13-(β-D-glucopyranosyloxy)tridecyl]pyrrolidine (4) respectively, by spectroscopic and chemical methods. 1-4 inhibited β-glucosidase, β-galactosidase and β-mannosidase.