Show legend Show as text

Structure type: oligomer
C₅₀H₇₆O₂₁
Trivial name: licorice-saponin D3
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_115136,IEDB_136105,IEDB_140630,IEDB_225177,IEDB_423153,IEDB_885823

• Article ID: 9743
  Kitagawa I, Zhou JL, Sakagami M, Taniyama T, Yoshikawa M "Licorice-saponins A3, B2, C2, D3, and E2, five new oleanene-type triterpene oligoglycosides from Chinese Glycyrrhizae radix" - Chemical and Pharmaceutical Bulletin 36(9) (1988) 3710-3713
  

  Ten new oleanene-type triterpene oligoglycosides were isolated from Chinese Glycyrrhizae Radix, the dried root of Glycyrrhiza uralensis Fischer [Tohoku-Kanzo (in japanese) from China], and the structures of five olygoglycosides, named licorice-saponins A3 (3), B2 (5), C2 (7), D3 (9), and E2 (12) have been determined on the basis of chemical and physicochemical evidence.

  Glycyrrhizae Radix, Glycyrrhiza uralensis, licorice-saponin A3, licorice-saponin B2, licorice-saponin C2, licorice-saponin D3, licorice-saponin E2, oleanene-type triterpene oligoglycoside

  Publication DOI: 10.1248/cpb.36.3710
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Pharmaceutical Sciences, Osaka University, Osaka, japan
  Methods: 13C NMR, IR, methanolysis, HPLC, methylation analysis, reverse-phase silica gel CC
  
   
  
  Glycyrrhiza uralensis
  CSDB ID 119499 (all data & tools)
• Article ID: 10006
  Kitagawa I, Zhou JL, Sakagami M, Uchida E, Yoshikawa M "Licorice-saponins F3, G2, H2, J2, and K2, five new oleanene- triterpene oligoglycosides from the root of Glycyrrhiza uralensis" - Chemical and Pharmaceutical Bulletin 39(1) (1991) 244-246
  

  Following the structure elucidation of licorice-saponins A3,B2,C2,D3,and E2,the structures of five more new oleanene-triterpene oligoglycosides named licorice-saponins F3 (1), G2 (5), H2 (7), J2 (10), and K2 (12), concomitantly isolated from the root of Glycyrrhiza uralensis Fischer= (Tohoku-kanzo in Japanese), have been determined on the basis of chemical and physicochemical evidence. During the process, a facile chemical conversion method from olean-12-ene or olean-12-en-11-one oligoglycosides to an olean-11,13-diene oligoglycoside, has been found.

  Glycyrrhiza uralensis, Glycyrrhiza Radix, licorice-saponin F3, licorice-saponin G2, licorice-saponin H2, licorice-saponin J2, licorice-saponin K2, olean-11, 13-diene olygoglycoside

  Publication DOI: 10.1248/cpb.39.244
  Journal NLM ID: 0377775
  WWW link: http://ci.nii.ac.jp/naid/110003628898
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Pharmaceutical Sciences, Osaka University, Osaka, japan
  Methods: 13C NMR, 1H NMR, IR, methanolysis, methylation analysis, Fab-MS
  
   
  
  Glycyrrhiza uralensis
  CSDB ID 119723 (all data & tools)
• Article ID: 10552
  Kitagawa I, Hori K, Sakagami M, Zhou JL, Yoshikawa M "Saponin and sapogenol. XLVIII. On the constituents of the roots of Glycyrrhiza uralensis FISCHER from northeastern China. (2). Licorice- saponins D3, E2, F3, G2, H2, J2, and K2" - Chemical and Pharmaceutical Bulletin 41 (1993) 1337-1345
  

  Following the characterization of licorice-saponins A3 (2), B2 (3), and C2 (4), the chemical structures of licorice-saponins D3 (5), E2 (6), F3 (7), G2 (8), H2 (9), J2 (10), and K2 (11), seven of the ten oleanane-type triterpene oligoglycosides isolated from the air-dried roots of Glycyrrhiza uralensis FISCHER collected in the northeastern part of China, were investigated. On the basis of chemical and physicochemical evidence, the structures of licorice-saponins D3,E2,F3,G2,H2,J2,and K2 have been determined to be expressed as 3β-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-22β-acetoxyolean-12-en-30-oic acid (5), 3-O-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyl]glabrolide (6), 3-O-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]-11-deoxoglabrolide (7), 24-hydroxyglycyrrhizin (8), 3-O-[β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]liquiritic acid (9), 24-hydroxy-11-deoxoglycyrrhizin (10), and 3β-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-24-hydroxyoleana-11,13(18)-dien-30-oic acid (11), respectively.

  Glycyrrhizae Radix, Glycyrrhiza uralensis, Leguminosae, oleanane-type triterpene oligoglycoside, licorice-saponin

  NCBI PubMed ID: 8403082
  Publication DOI: 10.1248/cpb.41.1337
  Journal NLM ID: 0377775
  WWW link: http://ci.nii.ac.jp/naid/110003630619
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Pharmaceutical Sciences, Osaka University, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, IR, TLC, acid hydrolysis, GLC, methanolysis, alkaline hydrolysis, methylation analysis, reduction, acetylation analysis
  
   
  
  Glycyrrhiza uralensis
  CSDB ID 120183 (all data & tools)

Show legend Show as text

Structure type: oligomer
C₅₃H₈₂O₂₁
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_115136,IEDB_136105,IEDB_140630,IEDB_225177,IEDB_423153,IEDB_885823

• Article ID: 9743
  Kitagawa I, Zhou JL, Sakagami M, Taniyama T, Yoshikawa M "Licorice-saponins A3, B2, C2, D3, and E2, five new oleanene-type triterpene oligoglycosides from Chinese Glycyrrhizae radix" - Chemical and Pharmaceutical Bulletin 36(9) (1988) 3710-3713
  

  Ten new oleanene-type triterpene oligoglycosides were isolated from Chinese Glycyrrhizae Radix, the dried root of Glycyrrhiza uralensis Fischer [Tohoku-Kanzo (in japanese) from China], and the structures of five olygoglycosides, named licorice-saponins A3 (3), B2 (5), C2 (7), D3 (9), and E2 (12) have been determined on the basis of chemical and physicochemical evidence.

  Glycyrrhizae Radix, Glycyrrhiza uralensis, licorice-saponin A3, licorice-saponin B2, licorice-saponin C2, licorice-saponin D3, licorice-saponin E2, oleanene-type triterpene oligoglycoside

  Publication DOI: 10.1248/cpb.36.3710
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Pharmaceutical Sciences, Osaka University, Osaka, japan
  Methods: 13C NMR, IR, methanolysis, HPLC, methylation analysis, reverse-phase silica gel CC
  
   
  
  Glycyrrhiza uralensis
  CSDB ID 269503 (all data & tools)
• Article ID: 10552
  Kitagawa I, Hori K, Sakagami M, Zhou JL, Yoshikawa M "Saponin and sapogenol. XLVIII. On the constituents of the roots of Glycyrrhiza uralensis FISCHER from northeastern China. (2). Licorice- saponins D3, E2, F3, G2, H2, J2, and K2" - Chemical and Pharmaceutical Bulletin 41 (1993) 1337-1345
  

  Following the characterization of licorice-saponins A3 (2), B2 (3), and C2 (4), the chemical structures of licorice-saponins D3 (5), E2 (6), F3 (7), G2 (8), H2 (9), J2 (10), and K2 (11), seven of the ten oleanane-type triterpene oligoglycosides isolated from the air-dried roots of Glycyrrhiza uralensis FISCHER collected in the northeastern part of China, were investigated. On the basis of chemical and physicochemical evidence, the structures of licorice-saponins D3,E2,F3,G2,H2,J2,and K2 have been determined to be expressed as 3β-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-22β-acetoxyolean-12-en-30-oic acid (5), 3-O-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyl]glabrolide (6), 3-O-[α-L-rhamnopyranosyl(1→2)-β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]-11-deoxoglabrolide (7), 24-hydroxyglycyrrhizin (8), 3-O-[β-D-glucuronopyranosyl-(1→2)-β-D-glucuronopyranosyl]liquiritic acid (9), 24-hydroxy-11-deoxoglycyrrhizin (10), and 3β-[β-D-glucuronopyranosyl(1→2)-β-D-glucuronopyranosyloxy]-24-hydroxyoleana-11,13(18)-dien-30-oic acid (11), respectively.

  Glycyrrhizae Radix, Glycyrrhiza uralensis, Leguminosae, oleanane-type triterpene oligoglycoside, licorice-saponin

  NCBI PubMed ID: 8403082
  Publication DOI: 10.1248/cpb.41.1337
  Journal NLM ID: 0377775
  WWW link: http://ci.nii.ac.jp/naid/110003630619
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Faculty of Pharmaceutical Sciences, Osaka University, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, IR, TLC, acid hydrolysis, GLC, methanolysis, alkaline hydrolysis, methylation analysis, reduction, acetylation analysis
  
   
  
  Glycyrrhiza uralensis
  CSDB ID 270182 (all data & tools)