Synthesis of the versatile and stable C-nucleoside precursor enaminone glycosides (3a,b) was achieved by reaction of furanone glycoside (1) with 2-and 4-aminophenols. Treatment of enaminone (3b) with hydroxylamine hydrochloride yielded 5-hydroxy-4,5-dihydro-isoxazole (5), which on dehydration...
Silica-gel column chromatography of the EtOAc soluble fractions followed by repeated reverse-phase HPLC analysis yielded five new (1–5) lignan glycosides containing 4-oxofurofuran moieties (Fig. 1). The structures of the isolates were established on the basis of a variety of spectroscopic data....
NAHRSTEDT A,ROCKENBACH J,WRAY V.Phenylpropanoid glycosides,a furanone glucoside and geniposidic acid from members of the Rubiaceae[J].Phytochemistry,1995,39(2):375-378.NAHRSTEDT A;ROCKENBACH J;WRAY V.Phenylpropanoid glycosides,a furanone glucoside and geniposidic acid from members of the Rubiaceae...
3-Deoxy-2,5,6-tri-O-methyl-D-erythro-hex-2-enofuranose (4) was prepared by the action of lime-water on 2,3,5,6-tetra-O-methyl-D-glucofuranose (3). The α-D (6) and β-D (7) anomers of the methyl glycosides of 4 were obtained by methylation, and each was converted by ...
The label was primarily incorporated into the furanone moiety of the HDMF glycosides, indicating that D- fructose is a more efficient precursor of the furanone than D-glucose component of the HDMF glycosides. More elaborate experiments using different isotopically labeled carbohydrates clearly showed ...