Three new oleanene glycosides from Sophora flavescens.
Three new oleanene glycosides, sophoraflavosides II-IV (2-4) were isolated together with sophoraflavoside I (1) as the corresponding methyl ester forms from Sophorae Radix, the fresh roots of Sophora flavescens AITON (Leguminosae). Their structures have been elucidated as oxytrogenin 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta -D- glucuronopyranoside (2), 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta -D-glucuronopyranosyl oxytrogenin 22-O-alpha-L-arabinopyranoside (3) and 3-O-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-galactopyranosyl-(1-->2)-beta -D-glucuronopyranosyl oxytrogenin 22-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranoside (4), along with unambiguous characterization as 3 beta,22 beta,24-trihydroxyolean-12-en-29-oic acid for their sapogenol, named oxytrogenin (5) on the bases of chemical reactions and spectral analyses.
Ding
Y
Y
Faculty of Pharmaceutical Sciences, Kumamoto University, Japan.
Tian
R H
RH
Kinjo
J
J
Nohara
T
T
Kitagawa
I
I
D002240:Carbohydrate Sequence; D002849:Chromatography, Gas; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D010944:Plants / Q000737:chemistry*; D013329:Structure-Activity Relationship
D006027:Glycosides; C079026:sophoraflavoside II; C079027:sophoraflavoside III; C079028:sophoraflavoside IV; D009828:Oleanolic Acid