title: Three new resin glycosides and a new tetrahydropyran derivative from the seeds of Quamoclit pennata.
abstract: Three new resin glycosides, quamoclins V (1), VI (2), and VII (3) and a new tetrahydropyran derivative, quamopyran (4), were isolated from the seeds of Quamoclit pennata BOJER (Convolvulaceae). The chemical structures of these compounds were determined primarily on the basis of spectroscopic data. The carboxyl group of the aglycone, 11S-convolvulinolic acid, of 1 and 2 was linked intermoleculary with a hydroxy group of the sugar moiety to form a macrocyclic ester structure, as in already known jalapins, and 3 was an acylated glycosidic acid methyl ester. All of the sugar moieties of 1-3 were acylated by one 2S-methylbutyric acid. Compound 4 was a diketone having a tetrahydropyran ring.
authors.affiliation: School of Agriculture, Tokai University, 5435 Minamiaso, Aso, Kumamoto 869-1404, Japan. mono@agri.u-tokai.ac.jp
authors.forename: Masateru
authors.initials: M
authors.lastname: Ono
authors.forename: Yoshinari
authors.initials: Y
authors.lastname: Takaki
authors.forename: Masamitsu
authors.initials: M
authors.lastname: Takatsuji
authors.forename: Kousuke
authors.initials: K
authors.lastname: Akiyama
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
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D027722:Convolvulaceae / Q000196:embryology*; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification*; D012639:Seeds / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
chemical_list: D006027:Glycosides; D011714:Pyrans