Acylated flavonol sophorotriosides from pea shoots.
Seven flavonols were isolated and identified from Pisum sativum (cv Solara) shoots. The 3-glucoside, and 3-sophorotrioside [beta-D-glucopyranosyl(1-->2)-beta-D- glucopyranosyl(1-->2)-beta-D-glucopyranoside] of quercetin, the 3-sophorotrioside of kaempferol, and the acylated derivatives of quercetin 3-sophorotrioside with p-coumaric, caffeic, ferulic and sinapic acids on the hydroxyl at the 6-position of the terminal sugar. The caffeic and sinapic acid esters are two new naturally occurring compounds. This is the first report in which the structures of the p-coumaryl- and ferulyl-sophorotriosides of quercetin, which were previously reported from pea leaves, have been completely established by means of 1H NMR studies including COSY, NOESY and TOCSY experiments.
Ferreres
F
F
Departamento de Ciencia y Tecnología de Alimentos, CEBAS (CSIC), Murcia, Spain.
Esteban
E
E
Carpena-Ruiz
R
R
Jiménez
M A
MA
Tomás-Barberán
F A
FA
D000215:Acylation; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification; D009904:Optical Rotation; D018532:Pisum sativum / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D005419:Flavonoids; D006027:Glycosides; D009844:Oligosaccharides