Bioactive Saponins and Glycosides. IX. Notoginseng (2) : Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid β-Sophoroside, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN

Abstract

Following the characterization of notoginsenosides-A, -B, -C, and -D, new dammarane-type triterpene oligoglycosides, notoginsenosides-E, -G, -H, -I, and -J, and a novel acetylenic fatty acid glycoside, notoginsenic acid β-sophoroside, were isolated from the glycoside fraction with hepatoprotecting activity obtained from the dried roots of Panax notoginseng (BURK.) F. H. CHEN. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence as follows : notoginsenoside E; 3-O-[β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-(β-D-glucopyranosyl)-3β, 12β, 20(S)-trihydroxy-25-hydroperoxydammar-23-ene, G; 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]-20-O-(β-D-glucopyranosyl)-3β, 7β, 20(S)-trihydroxydammar-5, 24-diene, H; 6-O-[β-D-xylopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-(β-D-glucopyranosyl)-3β, 6α, 12β, 20(S), 25-pentahydroxydammar-23-ene, I; 3-O-[β-D-glucopyranosyl(1→2)-β-D-glucopyranosyl]-20-O-[β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl]-3β, 20(S)-dihydroxydammar-24-ene, J; 6-O-(β-D-glucopyranosyl)-20-O-(β-D-glucopyranosyl)-3β, 6α, 12β, 20(S), 24ζ, 25-hexahydroxydammarane, and notoginsenic acid β-sophoroside; 10-hydroxydaca-4, 6-diynoic acid 10-O-β-D-glucopyranosyl (1→2)-β-D-glucopyranoside, respectively.