Newbouldiosides A-C, phenylethanoid glycosides from the stem bark of Newbouldia laevis.
From the stem bark of Newbouldia laevis three phenylethanoid glycosides, designated as newbouldioside A-C, were isolated together with a sodium salt of analogue B and the known compounds, verbascoside, 5-hydroxydehydro-iso-alpha-lapachone, 3,8-dihydroxydehydro-iso-alpha-lapachone, apigenin and luteolin. The structures of the phenylethanoid glycosides were elucidated by spectroscopic methods as beta-(3,4-dihydroxyphenyl)ethyl 5-O-syringoyl-beta-D-apiofuranosyloxy-(1-->2)-O-[alpha-L-rhamnopyranosyl-(1-->3)]-beta-D-glucopyranoside, ss-(3,4-dihydroxyphenyl)ethyl 5-O-syringoyl-beta-D-apiofuranosyloxy-(1-->2)-O-[alpha-L-rhamnopyranosyl-(1-->3)]-6-O-E-feruloyl-beta-D-glucopyranoside, and beta-(3,4-dihydroxyphenyl)ethyl 3-O-E-feruloyl-beta-D-apiofuranosyloxy-(1-->2)-O-alpha-L-rhamnopyranosyl-(1-->2)-6-O-E-sinapoyl-beta-D-glucopyranoside, respectively.
Gormann
Rainer
R
Freie Universität Berlin, Institute of Pharmacy, Pharmaceutical Biology, Germany.
Kaloga
Maki
M
Ferreira
Daneel
D
Marais
Jannie P J
JP
Kolodziej
Herbert
H
D029402:Bignoniaceae / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry*
D006027:Glycosides; C512461:beta-(3,4-dihydroxyphenyl)ethyl 3-O-E-feruloyl-beta-D-apiofuranosyloxy-(1-2)-O-alpha-L-rhamnopyranosyl-(1-2)-6-O-E-sinapoyl-beta-D-glucopyranoside; C512463:beta-(3,4-dihydroxyphenyl)ethyl 5-O-syringoyl-beta-D-apiofuranosyloxy-(1-2)-O-(alpha-L-rhamnopyranosyl-(1-3))-beta-D-glucopyranoside