title: 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.
abstract: 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-tri decyl]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-(beta-D-glucopyranosyloxy++ +)-5-[10-oxo-13-(beta-D-glucopyranosyloxy)tridecyl]pyrrolidine (4) respectively, by spectroscopic and chemical methods. 1-4 inhibited beta-glucosidase, beta-galactosidase and beta-mannosidase.
authors.affiliation: Osaka University of Pharmaceutical Sciences, Takatsuki, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Shibano
authors.forename: D
authors.initials: D
authors.lastname: Tsukamoto
authors.forename: R
authors.initials: R
authors.lastname: Fujimoto
authors.forename: Y
authors.initials: Y
authors.lastname: Masui
authors.forename: H
authors.initials: H
authors.lastname: Sugimoto
authors.forename: G
authors.initials: G
authors.lastname: Kusano
mesh_terms: D000470:Alkaloids / Q000302:isolation & purification* / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D004791:Enzyme Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008361:Mannosidases / Q000037:antagonists & inhibitors; D013058:Mass Spectrometry; D010946:Plants, Medicinal / Q000737:chemistry*; D011759:Pyrrolidines / Q000302:isolation & purification* / Q000494:pharmacology; D001616:beta-Galactosidase / Q000037:antagonists & inhibitors; D001617:beta-Glucosidase / Q000037:antagonists & inhibitors; D044902:beta-Mannosidase
chemical_list: D000470:Alkaloids; D004791:Enzyme Inhibitors; D011759:Pyrrolidines; D006026:Glycoside Hydrolases; D008361:Mannosidases; D001617:beta-Glucosidase; D001616:beta-Galactosidase; D044902:beta-Mannosidase