BIOACTIVE SAPONINS AND GLYCOSIDES .8. NOTOGINSENG .1. NEW DAMMARANE-TYPE TRITERPENE OLIGOGLYCOSIDES, NOTOGINSENOSIDE-A, NOTOGINSENOSIDE-B, NOTOGINSENOSIDE-C, AND NOTOGINSENOSIDE-D, FROM THE DRIED ROOT OF PANAXNOTOGINSENG (BURK) CHEN,F.H

The glycosidic fraction from the dried roots of Panax notoginseng (BUR K.) F. H. CHEN was found to show protective effect on liver injury ind uced by D-galactasamine and lipopolysaccharide. From the glycosidic fr action with hepatoprotective effect, nine new dammarane-type triterpen e oligoglycosides, notoginsenosides-A, -B, -C, -D, -E, -G, -H, -I, and -J and an acetylenic fatty acid glycoside, notoginsenic acid beta-sop horoside, were isolated together with fourteen known dammarane-type tr iterpene 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-Rb, using photosensitized oxygenation, as follows: notoginsenoside A; 3-O -[beta-D-glucopyranosyl beta-D-glucopyranosyl]-20-O-[beta-D-glucopyran osyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 beta,20(S),25-tetrahydro xydammar-23-ene, B; 3-O-[beta-D-glucopyranosyl -beta-D-glucopyranosyl] -20-O-[beta-D-glucpyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 b eta,20(S)-trihydroxydammar-25-en-24-one C; 3-O-[beta-D-glucopyranosyl beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D-gluc opyranosyl] 3 beta,12 beta,20(S)-trihydroxy-24 xi-hydroperoxydammar-25 -ene , and D; 3-O-[beta-D-xylopyranosyl (1-->2)-beta-D-glucopyranosyl [beta-D-xylopyranosyl(1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-gluc opyranosyl] 20(S)-protopanaxadiol, respectively.