[Transformation of glycyrrhizinic acid. XV. Synthesis of triterpene saponins with monosaccharide residues, attached through complex ester bonds].
Triterpene saponins, glycoside analogues of glycyrrhizic acid with a modified carbohydrate chain containing monosaccharide residues attached through ester bonds, were synthesized. To this end, peracetylated glycyrrhizic acid or its 30-methyl ester were glycosylated by 2,3,4,6-tetra-O-acetyl-alpha-D-gluco-or-alpha-D-galactopyranosyl bromide in dichloroethane in the presence of Ag2CO3. Glycerrhetinic acid saponin with D-Galp residues exhibited a higher antiulcer activity than glycyrrhizic acid in rats at a dose of 25 mg/kg. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2003, vol. 29, no. 6; see also http://www.maik.ru.
Kondratenko
R M
RM
Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054 Russia.
Baltina
L A
LA
Mustafina
S R
SR
Vasil'eva
E V
EV
Ismagilova
A F
AF
Vasil'eva
N G
NG
Tolstikov
G A
GA
D000818:Animals; D004952:Esters / Q000737:chemistry*; D019695:Glycyrrhizic Acid / Q000737:chemistry*; D009005:Monosaccharides / Q000737:chemistry*; D051381:Rats; D013055:Spectrophotometry, Infrared
D004952:Esters; D009005:Monosaccharides; D019695:Glycyrrhizic Acid