Show legend Show as text

Structure type: oligomer
Trivial name: entada saponin II
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61

• Article ID: 10392
  Okada Y, Shibata S, Javellana AMJ, Kamo O "Entada saponins (ES) II and IV from the bark of Entada phaseoloides" - Chemical and Pharmaceutical Bulletin 36 (1988) 1264-1269
  

  The structures of entada saponins II and IV, isolated from the bark of Entada phaseoloides (L.) MERRILL (Leguminosae), were elucidated as 3-O-[β-D-xylopyranosyl(1→2)-α-L-arabinopyranosyl-(1→6)][β-D-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl(1→3)-β-D-xylopyranosyl(1→2)][2-O-acetyl)-β-D-glucopyranosyl(1→4)-6-O-((6R)-6-hydroxy-2,6-dimethyl-(2E)-2,7-octadienoyl)-β-D-glucopyranosyl oleanolic acid (1) and entagenic acid (3).

  Journal NLM ID: 0377775
  WWW link: http://ci.nii.ac.jp/naid/110003626909
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Meiji College of Pharmacy, Japan, Ateneo de Manila University, Manila, Philippines, JEOL Ltd., Japan
  
   
  
  Entada phaseoloides
  CSDB ID 119433 (all data & tools)

Show legend Show as text

Structure type: oligomer
Trivial name: entada saponin IV
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61

• Article ID: 10392
  Okada Y, Shibata S, Javellana AMJ, Kamo O "Entada saponins (ES) II and IV from the bark of Entada phaseoloides" - Chemical and Pharmaceutical Bulletin 36 (1988) 1264-1269
  

  The structures of entada saponins II and IV, isolated from the bark of Entada phaseoloides (L.) MERRILL (Leguminosae), were elucidated as 3-O-[β-D-xylopyranosyl(1→2)-α-L-arabinopyranosyl-(1→6)][β-D-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl(1→3)-β-D-xylopyranosyl(1→2)][2-O-acetyl)-β-D-glucopyranosyl(1→4)-6-O-((6R)-6-hydroxy-2,6-dimethyl-(2E)-2,7-octadienoyl)-β-D-glucopyranosyl oleanolic acid (1) and entagenic acid (3).

  Journal NLM ID: 0377775
  WWW link: http://ci.nii.ac.jp/naid/110003626909
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Meiji College of Pharmacy, Japan, Ateneo de Manila University, Manila, Philippines, JEOL Ltd., Japan
  
   
  
  Entada phaseoloides
  CSDB ID 119434 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61

• Article ID: 10411
  Okada Y, Shibata S, Ikekawa T, Javellana AMJ, Kamo O "Entada saponin III, a saponin isolated from the bark of Entada phaseoloides" - Phytochemistry 26 (1987) 2789-2796
  

  The structure of Entada saponin (ES)-III, one of the main saponins of Entada phaseoloides bark, was established to be 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)] [β-d-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-d-glucopyranosyl-28-O-[β-d-apiofuranosyl(1→3)-β-d-xylopyranosyl(1→2)] [(2-O-acetoxyl)-β-d-glucopyranosyl-(1→4)] (6−O(R)(−)2,6-dimethyl-2-trans-2,7-octadienoyl)-β-d-glucopyranosyl echinocystic acid.

  Structure determination, Leguminosae, triterpenoid saponin, echinocystic acid, Entada phaseoloides, Entada saponin (ES)-III

  Publication DOI: 10.1016/S0031-9422(00)83592-X
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: National Cancer Center Research Institute, Tokyo, Japan, Meiji College of Pharmacy, Tokyo, Japan, Ateneo de Manila University, Manila, Philippines, Jeol Ltd, Tokyo, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, GC-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, partial methanolysis, CC
  
   
  
  Entada phaseoloides
  CSDB ID 145537 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61

• Article ID: 10411
  Okada Y, Shibata S, Ikekawa T, Javellana AMJ, Kamo O "Entada saponin III, a saponin isolated from the bark of Entada phaseoloides" - Phytochemistry 26 (1987) 2789-2796
  

  The structure of Entada saponin (ES)-III, one of the main saponins of Entada phaseoloides bark, was established to be 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)] [β-d-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-d-glucopyranosyl-28-O-[β-d-apiofuranosyl(1→3)-β-d-xylopyranosyl(1→2)] [(2-O-acetoxyl)-β-d-glucopyranosyl-(1→4)] (6−O(R)(−)2,6-dimethyl-2-trans-2,7-octadienoyl)-β-d-glucopyranosyl echinocystic acid.

  Structure determination, Leguminosae, triterpenoid saponin, echinocystic acid, Entada phaseoloides, Entada saponin (ES)-III

  Publication DOI: 10.1016/S0031-9422(00)83592-X
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: National Cancer Center Research Institute, Tokyo, Japan, Meiji College of Pharmacy, Tokyo, Japan, Ateneo de Manila University, Manila, Philippines, Jeol Ltd, Tokyo, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, GC-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, partial methanolysis, CC
  
   
  
  Entada phaseoloides
  CSDB ID 245537 (all data & tools)

Show legend Show as text

Structure type: oligomer
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_135813,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_146664,IEDB_151531,IEDB_167188,IEDB_174332,IEDB_983931,SB_192,SB_61

• Article ID: 10411
  Okada Y, Shibata S, Ikekawa T, Javellana AMJ, Kamo O "Entada saponin III, a saponin isolated from the bark of Entada phaseoloides" - Phytochemistry 26 (1987) 2789-2796
  

  The structure of Entada saponin (ES)-III, one of the main saponins of Entada phaseoloides bark, was established to be 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)] [β-d-glucopyranosyl(1→4)]-2-acetamido-2-deoxy-β-d-glucopyranosyl-28-O-[β-d-apiofuranosyl(1→3)-β-d-xylopyranosyl(1→2)] [(2-O-acetoxyl)-β-d-glucopyranosyl-(1→4)] (6−O(R)(−)2,6-dimethyl-2-trans-2,7-octadienoyl)-β-d-glucopyranosyl echinocystic acid.

  Structure determination, Leguminosae, triterpenoid saponin, echinocystic acid, Entada phaseoloides, Entada saponin (ES)-III

  Publication DOI: 10.1016/S0031-9422(00)83592-X
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Institutions: National Cancer Center Research Institute, Tokyo, Japan, Meiji College of Pharmacy, Tokyo, Japan, Ateneo de Manila University, Manila, Philippines, Jeol Ltd, Tokyo, Japan
  Methods: 13C NMR, 1H NMR, EI-MS, FAB-MS, GC-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, partial methanolysis, CC
  
   
  
  Entada phaseoloides
  CSDB ID 245538 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 651 [M+Na]+
C₃₂H₅₂O₁₂
Trivial name: anatolioside A
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 10520
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatoliosides: Five Novel acyclic monoterpene glycosides from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 416-424
  

  Five new acyclic monoterpene glycosides 1–5 were isolated from the leaves of Viburnum orientale (Caprifoliaceae). Anatolioside (1) is a monoterpene diglycoside and its structure was elucidated as linalo-6-yl 2′-O-(α-l-rhamnopyranosyl)β-d-glucopyranoside (arbitrary numbering of linalool moiety). Compounds 2–5 are all derivatives of 1, containing additional monoterpene and sugar units, connected by ester and glycoside bonds. Their structures were established as linalo-6-yl O-[(2E,6R)-6-hydroxy-2, 6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″‴→2″″)-β-d-glucopyranoside ( = anatolioside A; 2), linalo-6-yl O-β-d-glucopyranosyl-(1‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)–β-d-glucopyranoside ( = anatolioside B; 3), linalo-6-yl O-β-dribo-hexopyranos-3-ulosyl-(1′‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)-β-d-glucopyranoside ( = anatolioside C; 4) and linalo-6-yl O-[(2E, 6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1″‴→2″″)-O-β-d-glucopyranosly-(1″″→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl(1″→2′)-β-d-glucopyranoside ( = anatolioside d; 5). The structure determinations were based on spectroscopic and chemical methods (acid and alkaline hydrolysis, acetylation and methylation).

  Publication DOI: 10.1002/hlca.19930760125
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 129525 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 813 [M+Na]+
C₃₈H₆₂O₁₇
Trivial name: anatolioside B
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 10520
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatoliosides: Five Novel acyclic monoterpene glycosides from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 416-424
  

  Five new acyclic monoterpene glycosides 1–5 were isolated from the leaves of Viburnum orientale (Caprifoliaceae). Anatolioside (1) is a monoterpene diglycoside and its structure was elucidated as linalo-6-yl 2′-O-(α-l-rhamnopyranosyl)β-d-glucopyranoside (arbitrary numbering of linalool moiety). Compounds 2–5 are all derivatives of 1, containing additional monoterpene and sugar units, connected by ester and glycoside bonds. Their structures were established as linalo-6-yl O-[(2E,6R)-6-hydroxy-2, 6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″‴→2″″)-β-d-glucopyranoside ( = anatolioside A; 2), linalo-6-yl O-β-d-glucopyranosyl-(1‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)–β-d-glucopyranoside ( = anatolioside B; 3), linalo-6-yl O-β-dribo-hexopyranos-3-ulosyl-(1′‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)-β-d-glucopyranoside ( = anatolioside C; 4) and linalo-6-yl O-[(2E, 6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1″‴→2″″)-O-β-d-glucopyranosly-(1″″→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl(1″→2′)-β-d-glucopyranoside ( = anatolioside d; 5). The structure determinations were based on spectroscopic and chemical methods (acid and alkaline hydrolysis, acetylation and methylation).

  Publication DOI: 10.1002/hlca.19930760125
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 229525 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 811 [M+Na]+
C₃₈H₆₀O₁₇
Trivial name: anatolioside C
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 10520
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatoliosides: Five Novel acyclic monoterpene glycosides from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 416-424
  

  Five new acyclic monoterpene glycosides 1–5 were isolated from the leaves of Viburnum orientale (Caprifoliaceae). Anatolioside (1) is a monoterpene diglycoside and its structure was elucidated as linalo-6-yl 2′-O-(α-l-rhamnopyranosyl)β-d-glucopyranoside (arbitrary numbering of linalool moiety). Compounds 2–5 are all derivatives of 1, containing additional monoterpene and sugar units, connected by ester and glycoside bonds. Their structures were established as linalo-6-yl O-[(2E,6R)-6-hydroxy-2, 6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″‴→2″″)-β-d-glucopyranoside ( = anatolioside A; 2), linalo-6-yl O-β-d-glucopyranosyl-(1‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)–β-d-glucopyranoside ( = anatolioside B; 3), linalo-6-yl O-β-dribo-hexopyranos-3-ulosyl-(1′‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)-β-d-glucopyranoside ( = anatolioside C; 4) and linalo-6-yl O-[(2E, 6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1″‴→2″″)-O-β-d-glucopyranosly-(1″″→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl(1″→2′)-β-d-glucopyranoside ( = anatolioside d; 5). The structure determinations were based on spectroscopic and chemical methods (acid and alkaline hydrolysis, acetylation and methylation).

  Publication DOI: 10.1002/hlca.19930760125
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 279525 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 979 [M+Na]+
C₄₈H₇₆O₁₉
Trivial name: anatolioside D
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 10520
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatoliosides: Five Novel acyclic monoterpene glycosides from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 416-424
  

  Five new acyclic monoterpene glycosides 1–5 were isolated from the leaves of Viburnum orientale (Caprifoliaceae). Anatolioside (1) is a monoterpene diglycoside and its structure was elucidated as linalo-6-yl 2′-O-(α-l-rhamnopyranosyl)β-d-glucopyranoside (arbitrary numbering of linalool moiety). Compounds 2–5 are all derivatives of 1, containing additional monoterpene and sugar units, connected by ester and glycoside bonds. Their structures were established as linalo-6-yl O-[(2E,6R)-6-hydroxy-2, 6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″‴→2″″)-β-d-glucopyranoside ( = anatolioside A; 2), linalo-6-yl O-β-d-glucopyranosyl-(1‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)–β-d-glucopyranoside ( = anatolioside B; 3), linalo-6-yl O-β-dribo-hexopyranos-3-ulosyl-(1′‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)-β-d-glucopyranoside ( = anatolioside C; 4) and linalo-6-yl O-[(2E, 6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1″‴→2″″)-O-β-d-glucopyranosly-(1″″→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl(1″→2′)-β-d-glucopyranoside ( = anatolioside d; 5). The structure determinations were based on spectroscopic and chemical methods (acid and alkaline hydrolysis, acetylation and methylation).

  Publication DOI: 10.1002/hlca.19930760125
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 279526 (all data & tools)

Show legend Show as text

Structure type: oligomer
Trivial name: anatolioside
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 10520
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatoliosides: Five Novel acyclic monoterpene glycosides from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 416-424
  

  Five new acyclic monoterpene glycosides 1–5 were isolated from the leaves of Viburnum orientale (Caprifoliaceae). Anatolioside (1) is a monoterpene diglycoside and its structure was elucidated as linalo-6-yl 2′-O-(α-l-rhamnopyranosyl)β-d-glucopyranoside (arbitrary numbering of linalool moiety). Compounds 2–5 are all derivatives of 1, containing additional monoterpene and sugar units, connected by ester and glycoside bonds. Their structures were established as linalo-6-yl O-[(2E,6R)-6-hydroxy-2, 6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″‴→2″″)-β-d-glucopyranoside ( = anatolioside A; 2), linalo-6-yl O-β-d-glucopyranosyl-(1‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)–β-d-glucopyranoside ( = anatolioside B; 3), linalo-6-yl O-β-dribo-hexopyranos-3-ulosyl-(1′‴→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl-(1″→2′)-β-d-glucopyranoside ( = anatolioside C; 4) and linalo-6-yl O-[(2E, 6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1″‴→2″″)-O-β-d-glucopyranosly-(1″″→6‴)-O-[(2E,6R)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]-(1‴→4″)-O-α-l-rhamnopyranosyl(1″→2′)-β-d-glucopyranoside ( = anatolioside d; 5). The structure determinations were based on spectroscopic and chemical methods (acid and alkaline hydrolysis, acetylation and methylation).

  Publication DOI: 10.1002/hlca.19930760125
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 279527 (all data & tools)
• Article ID: 10521
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatolioside E: A new acyclic monoterpene glycoside from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 2563-2569
  

  A new open-chain monoterpene glycoside, anatolioside E (1), was isolated from the leaves of Viburnum orientale in addition to three known acyclic monoterpene glycosides, betulalbusides A (2) and B (3), and 2(E)-2,6-dimethyl-2,7-octadien-1,6-diol-6-O-β-d-glucopyranoside(4). The structure of anatolioside E (1) was elucidated on the basis of chemical and spectral data as 6-O-[β-d-glucopyransoyl-(1‴‴→6‴″)-2-(E),6(R),2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1‴″→2″″)-β-d-glucopyranosyl-(1″″→6‴)-2-(E),6(R),2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1‴→4″)-α-l-rhamnopyranosyl-(1″″→2′)-β-d-glucopyranosyl]linalool.

  Publication DOI: 10.1002/hlca.19930760716
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 279536 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 1141 [M+Na]+
C₅₄H₈₆O₂₄
Trivial name: anatolioside E
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192

• Article ID: 10521
  Calis I, Yuruker A, Ruegger H, Wright AD, Sticher O "Anatolioside E: A new acyclic monoterpene glycoside from Viburnum orientale" - Helvetica Chimica Acta 76 (1993) 2563-2569
  

  A new open-chain monoterpene glycoside, anatolioside E (1), was isolated from the leaves of Viburnum orientale in addition to three known acyclic monoterpene glycosides, betulalbusides A (2) and B (3), and 2(E)-2,6-dimethyl-2,7-octadien-1,6-diol-6-O-β-d-glucopyranoside(4). The structure of anatolioside E (1) was elucidated on the basis of chemical and spectral data as 6-O-[β-d-glucopyransoyl-(1‴‴→6‴″)-2-(E),6(R),2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1‴″→2″″)-β-d-glucopyranosyl-(1″″→6‴)-2-(E),6(R),2,6-dimethyl-6-hydroxy-2,7-octadienoyl-(1‴→4″)-α-l-rhamnopyranosyl-(1″″→2′)-β-d-glucopyranosyl]linalool.

  Publication DOI: 10.1002/hlca.19930760716
  Journal NLM ID: 2985094R
  Publisher: Verlag Helvetica Chimica Acta
  Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Swiss Federal Institute of Technology (ETH) Zürich, Laboratory of Inorganic Chemistry, Zürich, Switzerland, Swiss Federal Institute of Technology (ETH) Zürich, Department of Pharmacy, Zürich, Switzerland
  Methods: 13C NMR, 1H NMR, gel filtration, IR, FAB-MS, alkaline hydrolysis, UV, MPLC, acetylation analysis
  
   
  
  Viburnum orientale
  CSDB ID 129533 (all data & tools)

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Structure type: oligomer
C₈₈H₁₄₁ONO₄₃Cs
Trivial name: monodesmonoterpenyl elliptoside A
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_115015,IEDB_135813,IEDB_136045,IEDB_136105,IEDB_136907,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_146664,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_225177,IEDB_885823,IEDB_983931,SB_192,SB_86

• Article ID: 11107
  Beutler JA, Kashman Y, Pannell LK, Cardellina JH, Alexander MRA, Balaschak MS, Prather TR, Shoemaker RH, Boyd MR "Isolation and characterization of novel cytotoxic saponins from Archidendron ellipticum" - Bioorganic and Medicinal Chemistry 5(8) (1997) 1509-1517
  

  A series of new ester saponins, elliptosides A-J, has been isolated from the tropical plant Archidendron ellipticum (Leguminosae). These saponins were particularly cytotoxic to certain renal and melanoma cancer cell lines in the NCI's 60-cell line human tumor screen. The structures of elliptosides A, E, and F were elucidated by spectroscopic and chemical means. Elliptoside A showed in vivo antitumor activity against the LOX melanoma cell line.

  NCBI PubMed ID: 9313857
  Publication DOI: 10.1016/S0968-0896(97)00098-9
  Journal NLM ID: 9413298
  Publisher: Elsevier
  Correspondence: mb93j@nih.gov
  Institutions: Laboratory of Drug Discovery Research & Development, National Cancer Institute, Frederick, MD, USA 21702-1201, USA
  Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, GC-MS, sugar analysis, biological assays, NMR-1D, HPLC, peracetylation
  
   
  
  Archidendron ellipticum
  CSDB ID 60143 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 2089 [M+Na]+
C₉₈H₁₅₅ONO₄₅Cs
Trivial name: elliptoside A
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_115015,IEDB_135813,IEDB_136045,IEDB_136105,IEDB_136907,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_146664,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_225177,IEDB_885823,IEDB_983931,SB_192,SB_86

• Article ID: 11107
  Beutler JA, Kashman Y, Pannell LK, Cardellina JH, Alexander MRA, Balaschak MS, Prather TR, Shoemaker RH, Boyd MR "Isolation and characterization of novel cytotoxic saponins from Archidendron ellipticum" - Bioorganic and Medicinal Chemistry 5(8) (1997) 1509-1517
  

  A series of new ester saponins, elliptosides A-J, has been isolated from the tropical plant Archidendron ellipticum (Leguminosae). These saponins were particularly cytotoxic to certain renal and melanoma cancer cell lines in the NCI's 60-cell line human tumor screen. The structures of elliptosides A, E, and F were elucidated by spectroscopic and chemical means. Elliptoside A showed in vivo antitumor activity against the LOX melanoma cell line.

  NCBI PubMed ID: 9313857
  Publication DOI: 10.1016/S0968-0896(97)00098-9
  Journal NLM ID: 9413298
  Publisher: Elsevier
  Correspondence: mb93j@nih.gov
  Institutions: Laboratory of Drug Discovery Research & Development, National Cancer Institute, Frederick, MD, USA 21702-1201, USA
  Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, GC-MS, sugar analysis, biological assays, NMR-1D, HPLC, peracetylation
  
   
  
  Archidendron ellipticum
  CSDB ID 60144 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 2105 [M+Na]+
C₉₈H₁₅₅ONO₄₆Cs
Trivial name: elliptoside E
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_115015,IEDB_135813,IEDB_136045,IEDB_136105,IEDB_136907,IEDB_137340,IEDB_141807,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_146664,IEDB_149135,IEDB_151531,IEDB_152214,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_225177,IEDB_885823,IEDB_983931,SB_192,SB_86

• Article ID: 11107
  Beutler JA, Kashman Y, Pannell LK, Cardellina JH, Alexander MRA, Balaschak MS, Prather TR, Shoemaker RH, Boyd MR "Isolation and characterization of novel cytotoxic saponins from Archidendron ellipticum" - Bioorganic and Medicinal Chemistry 5(8) (1997) 1509-1517
  

  A series of new ester saponins, elliptosides A-J, has been isolated from the tropical plant Archidendron ellipticum (Leguminosae). These saponins were particularly cytotoxic to certain renal and melanoma cancer cell lines in the NCI's 60-cell line human tumor screen. The structures of elliptosides A, E, and F were elucidated by spectroscopic and chemical means. Elliptoside A showed in vivo antitumor activity against the LOX melanoma cell line.

  NCBI PubMed ID: 9313857
  Publication DOI: 10.1016/S0968-0896(97)00098-9
  Journal NLM ID: 9413298
  Publisher: Elsevier
  Correspondence: mb93j@nih.gov
  Institutions: Laboratory of Drug Discovery Research & Development, National Cancer Institute, Frederick, MD, USA 21702-1201, USA
  Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, GC-MS, sugar analysis, biological assays, NMR-1D, HPLC, peracetylation
  
   
  
  Archidendron ellipticum
  CSDB ID 60145 (all data & tools)

Show legend Show as text

Structure type: oligomer
C₉₆H₁₅₂OO₄₆Cs
Trivial name: elliptoside F
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_115015,IEDB_136045,IEDB_136105,IEDB_136907,IEDB_142488,IEDB_142489,IEDB_144562,IEDB_146664,IEDB_149135,IEDB_152214,IEDB_167188,IEDB_174332,IEDB_174333,IEDB_225177,IEDB_885823,IEDB_983931,SB_192,SB_86

• Article ID: 11107
  Beutler JA, Kashman Y, Pannell LK, Cardellina JH, Alexander MRA, Balaschak MS, Prather TR, Shoemaker RH, Boyd MR "Isolation and characterization of novel cytotoxic saponins from Archidendron ellipticum" - Bioorganic and Medicinal Chemistry 5(8) (1997) 1509-1517
  

  A series of new ester saponins, elliptosides A-J, has been isolated from the tropical plant Archidendron ellipticum (Leguminosae). These saponins were particularly cytotoxic to certain renal and melanoma cancer cell lines in the NCI's 60-cell line human tumor screen. The structures of elliptosides A, E, and F were elucidated by spectroscopic and chemical means. Elliptoside A showed in vivo antitumor activity against the LOX melanoma cell line.

  NCBI PubMed ID: 9313857
  Publication DOI: 10.1016/S0968-0896(97)00098-9
  Journal NLM ID: 9413298
  Publisher: Elsevier
  Correspondence: mb93j@nih.gov
  Institutions: Laboratory of Drug Discovery Research & Development, National Cancer Institute, Frederick, MD, USA 21702-1201, USA
  Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, GC-MS, sugar analysis, biological assays, NMR-1D, HPLC, peracetylation
  
   
  
  Archidendron ellipticum
  CSDB ID 60146 (all data & tools)