title: Constituents of the leaves of Peucedanum japonicum Thunb. and their biological activity.
abstract: In the course of our study on the isolation and structure determination of constituents in tropical plants, we focused on Peucedanum japonicum Thunb., belonging to the family Umbelliferae. In this study, a new C(13) norisoprenoid glucoside, (3S)-O-beta-d-glucopyranosyl-6-[3-oxo-(2S)-butenylidenyl]-1,1,5-trimethylcyclohexan-(5R)-ol (1), and two new phenylpropanoid glucosides, 3-(2-O-beta-d-glucopyranosyl-4-hydroxyphenyl)propanoic acid (3) and methyl 3-(2-O-beta-d-glucopyranosyl-4-hydroxyphenyl)propanoate (4), were isolated from the n-butanol soluble fraction of this plant's leaves, together with five known compounds. The structures of these compounds were determined on the basis of spectroscopic evidence. In addition, all isolated compounds were examined for scavenging activity against 1,1-diphenyl-2-picrylhydrazyl radical and inhibitory activity against mushroom tyrosinase. These results suggested that 2-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol (7) and 3-O-beta-d-glucopyranosyl-2-(4-hydroxy-3-methoxyphenyl)propanol (8) showed an appreciable activity in both assay systems.
authors.affiliation: Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan.
authors.forename: Masashi
authors.initials: M
authors.lastname: Hisamoto
authors.forename: Hiroe
authors.initials: H
authors.lastname: Kikuzaki
authors.forename: Nobuji
authors.initials: N
authors.lastname: Nakatani
mesh_terms: D000363:Agaricales / Q000201:enzymology; D019661:Apiaceae / Q000737:chemistry*; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D010851:Picrates; D018515:Plant Leaves / Q000737:chemistry*
chemical_list: D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D005960:Glucosides; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl; D014442:Monophenol Monooxygenase