title: Glycosylated constituents of iris fulva and Iris brevicaulis.
abstract: The major constituents of leaf extracts of Iris fulva KER GAWL. comprised a known flavone C-glycoside, 5,4'-dihydroxy-7-methoxyflavone-6-C-(6‴-O-(E)-p-coumaroyl-β-glucopyranosyl)(1‴→2″)-β-glucopyranoside (1) and the new monoterpene glycoside, linalyl-6'-O-(3″-hydroxy-3″-methylglutaroyl)-β-D-glucopyranoside (2), both of which were prominent components of Iris brevicaulis RAF. leaf extracts. The structure of a new polyacylated sucrose derivative (3a) obtained from the rhizomes of I. fulva was elucidated as 3-O-(E)-p-coumaroyl-β-D-fructofuranosyl-(2↔1')-[2″,4″,6″-tri-O-acetyl-β-D-glucopyranosyl-(1″→3')-(2',6'-di-O-acetyl-4'-O-(E)-p-coumaroyl-α-D-glucopyranoside)]. Selective hydrolysis of the 4″-O-acetyl moiety of the terminal β-glucopyranosyl residue of 3a occurred after several hours in solution giving 3-O-(E)-p-coumaroyl-β-D-fructofuranosyl-(2↔1')-[2″,6″-di-O-acetyl-β-D-glucopyranosyl-(1″→3')-(2',6'-di-O-acetyl-4'-O-(E)-p-coumaroyl-α-D-glucopyranoside)] (3b), which subsequently underwent further deacetylation.
authors.affiliation: Royal Botanic Gardens, Kew, United Kingdom.
authors.forename: Rui
authors.initials: R
authors.lastname: Fang
authors.forename: Nigel C
authors.initials: NC
authors.lastname: Veitch
authors.forename: Geoffrey C
authors.initials: GC
authors.lastname: Kite
authors.forename: Melanie-Jayne R
authors.initials: MJ
authors.lastname: Howes
authors.forename: Elaine A
authors.initials: EA
authors.lastname: Porter
authors.forename: Monique S J
authors.initials: MS
authors.lastname: Simmonds
mesh_terms: D002853:Chromatography, Liquid; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D006031:Glycosylation; D027621:Iridaceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D018515:Plant Leaves / Q000737:chemistry; D027343:Rhizome / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D006027:Glycosides