Synthesis of oligosaccharide derivatives related to those from sanqi, a Chinese herbal medicine from Panax notoginseng.
Oligosaccharide derivatives from sanqi, a Chinese herbal medicine derived from Panax notoginseng, methyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, diosgenyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, and methyl beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranosyl-(1-->4)-beta-D-galactopyranosyl-(1-->3)-[alpha-L-arabinofuranosyl-(1-->6)]-alpha-D-galactopyranoside, were synthesized under standard glycosylation conditions. An unexpected alpha-(1-->4) linkage was formed predominantly in the presence of neighboring participation group during regioselective synthesis of hexasaccharide via 3+3 strategy.
Yang
Feng
F
Research Center for Eco-Environmental Sciences, Academia Sinica, Beijing, PR China.
Du
Yuguo
Y
D001089:Arabinose / Q000031:analogs & derivatives / Q000138:chemical synthesis; D002240:Carbohydrate Sequence; D004365:Drugs, Chinese Herbal / Q000138:chemical synthesis*; D036145:Ginsenosides; D006031:Glycosylation; D008756:Methylgalactosides / Q000138:chemical synthesis; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D005894:Panax / Q000737:chemistry*; D010946:Plants, Medicinal; D012503:Saponins / Q000138:chemical synthesis*; D013237:Stereoisomerism; D014665:Vasodilator Agents / Q000138:chemical synthesis
D004365:Drugs, Chinese Herbal; D036145:Ginsenosides; D008756:Methylgalactosides; D009844:Oligosaccharides; D012503:Saponins; D014665:Vasodilator Agents; C055570:sanchinoside Rb; C031552:methyl beta-galactoside; D001089:Arabinose