title: Three acylated glycosidic acid methyl esters and two acylated methyl glycosides generated from the convolvulin fraction of seeds of Quamoclit pennata by treatment with indium(III) chloride in methanol.
abstract: Treatment of the ether-insoluble resin glycoside (convolvulin) fraction from seeds of Quamoclit pennata (Convolvulaceae) with indium(III) chloride in methanol provided three oligoglycosides of hydroxy fatty acid (glycosidic acid) methyl esters and two methyl glycosides, which were partially acylated by a glycosidic acid, 7S-hydroxydecanoic acid 7-O-β-D-quinovopyranoside (quamoclinic acid B) and/or two organic acids, (E)-2-methylbut-2-enoic (tiglic) acid and/or 3R-hydroxy-2R-methylbutyric (nilic) acid. Their structures were elucidated on the basis of spectroscopic data and chemical conversions.
authors.affiliation: School of Agriculture, Tokai University.
authors.forename: Kousuke
authors.initials: K
authors.lastname: Akiyama
authors.forename: Tomoko
authors.initials: T
authors.lastname: Mineno
authors.forename: Masafumi
authors.initials: M
authors.lastname: Okawa
authors.forename: Junei
authors.initials: J
authors.lastname: Kinjo
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Miyashita
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Yoshimitsu
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Nohara
authors.forename: Masateru
authors.initials: M
authors.lastname: Ono
mesh_terms: D000215:Acylation; D027722:Convolvulaceae / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D007204:Indium / Q000737:chemistry; D000432:Methanol / Q000737:chemistry; D008738:Methyl Ethers / Q000737:chemistry* / Q000302:isolation & purification; D012116:Resins, Plant / Q000737:chemistry* / Q000302:isolation & purification; D012639:Seeds / Q000737:chemistry*
chemical_list: D006027:Glycosides; D008738:Methyl Ethers; D012116:Resins, Plant; C560812:convolvulin; D007204:Indium; C020758:indium trichloride; D000432:Methanol