Bioactive Saponins and Glycosides. VIII. Notoginseng (1): New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-A, -B, -C, and -D, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN.

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Abstract
The glycosidic fraction from the dried roots of Panax notoginseng (BURK.) F. H. CHEN was found to show protective effect on liver injury induced by D-galactosamine and lipopolysaccharide. From the glycosidic fraction with hepatoprotective effect, nine new dammarane-type triterpene oligoglycosides, notoginsenosides-A, -B, -C, -D, -E, -G, -H, -I, and -J and an acetylenic fatty acid glycoside, notoginsenic acid β-sophoroside, were isolated together with fourteen known dammarane-type triterpene oligoglycosides. The structures of notoginsenosides-A, -B, -C, and -D were determined on the basis of chemical and physicochemical evidence, which included the chemical correlation with ginsenoside-Rb1 using photosensitized oxygenation, as follows : notoginsenoside A; 3-O-[β-D-glucopyranosyl (1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl] 3β, 12β, 20(S), 25-tetrahydroxy-dammar-23-ene, B; 3-O-[β-D-glucopyranosyl (1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl] 3β, 12β, 20(S)-trihydroxy-25-en-24-one, C; 3-O-[β-D-xylopyranosyl (1→2)-β-D-glucopyranosyl (1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl] 3β, 12β, 20(S)-trihydroxydammar-24ξ-hydroperoxydammar-25-ene, and D; 3-O-[β-D-glucopyranosyl (1→2)-β-D-glucopyranosyl]-20-O-[β-D-xylopyranosyl (1→6)-β-D-glucopyranosyl (1→6)-β-D-glucopyranosyl] 20(S)-protopanaxadiol, respectively.

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