title: 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.
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 beta-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-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta, 12 beta,20(S),25-tetrahydroxydammar -23-ene; B; 3-O-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D- glucopyranosyl] 3 beta, 12 beta,20(S)-trihydroxydammar-25-en-24-one, C; 3-O-[beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D -glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 3 beta,12 beta,20(S)- trihydroxy-24 zeta-hydroperoxydammar-25-ene, and D; 3-O-[beta-D-xylopyranosyl (1-->2)-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-xylopyranosyl (1-->6)-beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl]20(S)-protopanaxadiol, respectively.
authors.affiliation: Kyoto Pharmaceutical University, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Yoshikawa
authors.forename: T
authors.initials: T
authors.lastname: Murakami
authors.forename: T
authors.initials: T
authors.lastname: Ueno
authors.forename: K
authors.initials: K
authors.lastname: Yashiro
authors.forename: N
authors.initials: N
authors.lastname: Hirokawa
authors.forename: N
authors.initials: N
authors.lastname: Murakami
authors.forename: J
authors.initials: J
authors.lastname: Yamahara
authors.forename: H
authors.initials: H
authors.lastname: Matsuda
authors.forename: R
authors.initials: R
authors.lastname: Saijoh
authors.forename: O
authors.initials: O
authors.lastname: Tanaka
mesh_terms: D000818:Animals; D002252:Carbon Tetrachloride Poisoning / Q000473:pathology; D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000494:pharmacology; D005688:Galactosamine / Q000633:toxicity; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000633:toxicity; D008099:Liver / Q000187:drug effects / Q000473:pathology; D008297:Male; D051379:Mice; D008956:Models, Chemical; D005894:Panax; D010946:Plants, Medicinal; D012503:Saponins / Q000737:chemistry* / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013256:Steroids / Q000737:chemistry* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology; D000097669:Dammaranes
chemical_list: D004365:Drugs, Chinese Herbal; D005688:Galactosamine; D006027:Glycosides; D008070:Lipopolysaccharides; D012503:Saponins; D013256:Steroids; D014315:Triterpenes; D000097669:Dammaranes