title: A new hemiterpene glycoside from the ripe tomatoes.
abstract: A new hemiterpene glycoside (1) was isolated from ripe tomatoes (the fruit of Lycopersicon esculentum, Solanaceae) along with eight known compounds. The chemical structure of 1 was determined to be 2-methylbutan-1-ol β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranoside, based on spectroscopic data as well as chemical evidence. In addition, the radical-scavenging activities of the isolated compounds on the free radical of 1,1-diphenyl-2-picrylhydrazyl were examined. Among the tested compounds, tryptophan, 4-O-β-d-glucopyranosyl caffeic acid and dihydro-p-coumaryl alcohol γ-O-β-d-glucopyranoside demonstrated 42.0%, 50.1% and 76.0% scavenging activities, respectively, at a concentration of 0.5 mM.
authors.affiliation: a School of Agriculture, Tokai University , Minamiaso 5435, Aso, Kumamoto 869-1404 , Japan.
authors.forename: Masateru
authors.initials: M
authors.lastname: Ono
authors.forename: Shin
authors.initials: S
authors.lastname: Yasuda
authors.forename: Yuki
authors.initials: Y
authors.lastname: Shiono
authors.forename: Chisato
authors.initials: C
authors.lastname: Furusawa
authors.forename: Shinya
authors.initials: S
authors.lastname: Inaba
authors.forename: Takayuki
authors.initials: T
authors.lastname: Tanaka
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Ikeda
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Nohara
mesh_terms: D016166:Free Radical Scavengers / Q000737:chemistry* / Q000302:isolation & purification; D005638:Fruit / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D045782:Hemiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D018551:Solanum lycopersicum / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: C000597441:2-methylbutan-1-ol beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranoside; D016166:Free Radical Scavengers; D006027:Glycosides; D045782:Hemiterpenes
keywords: Lycopersicon esculentum; Solanaceae; hemiterpene glycoside; radical-scavenging effect; tomato