Show legend Show as text

Structure type: oligomer ; 527 [M+Na]+
C₂₂H₃₂O₁₃
Trivial name: notoginsenic acid b-sophoroside
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_140628,IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11127
  Yoshikawa M, Murakami T, Ueno T, Hirokawa N, Yashiro K, Murakami N, Yamahara J, Matsuda H, Saijoh R, Tanaka O "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" - Chemical and Pharmaceutical Bulletin 45(6) (1997) 1056-1062
  

  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-glucopyransosyl]-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),24ξ,25-hexahydroxydammarane, and notoginsenic acid β-sophoroside; 10-hydroxydeca-4,6-diynoic acid 10-O-P-D-glucopyranosyl(1→2)-β-D-glucopyranoside, respectively.

  Panax notoginseng, notoginsenoside, dammarane-type triterpene oligoglycoside, notoginseng, notoginsenic acid b-sophoroside, acetylenic fatty acid glycoside

  Publication DOI: 10.1248/cpb.45.1056
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
  Methods: 13C NMR, 1H NMR, methylation, IR, FAB-MS, TLC, chemical methods, methanolysis, extraction, RP
  
   
  
  Panax notoginseng
  CSDB ID 60244 (all data & tools)

Show legend Show as text

Structure type: oligomer
Trivial name: methyl ester notoginsenic acid b-sophoroside
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_140628,IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11127
  Yoshikawa M, Murakami T, Ueno T, Hirokawa N, Yashiro K, Murakami N, Yamahara J, Matsuda H, Saijoh R, Tanaka O "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" - Chemical and Pharmaceutical Bulletin 45(6) (1997) 1056-1062
  

  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-glucopyransosyl]-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),24ξ,25-hexahydroxydammarane, and notoginsenic acid β-sophoroside; 10-hydroxydeca-4,6-diynoic acid 10-O-P-D-glucopyranosyl(1→2)-β-D-glucopyranoside, respectively.

  Panax notoginseng, notoginsenoside, dammarane-type triterpene oligoglycoside, notoginseng, notoginsenic acid b-sophoroside, acetylenic fatty acid glycoside

  Publication DOI: 10.1248/cpb.45.1056
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
  Methods: 13C NMR, 1H NMR, methylation, IR, FAB-MS, TLC, chemical methods, methanolysis, extraction, RP
  
   
  
  Panax notoginseng
  CSDB ID 60245 (all data & tools)