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Structure type: oligomer
Trivial name: physagulin D
Compound class: steroid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11649
  Kuroyanagi M, Shibata K, Umehara K "Cell differentiation inducing steroids from Withania somnifera L. (Dun.)" - Chemical and Pharmaceutical Bulletin 47(11) (1999) 1646-1649
  

  In the course of screening for cell differentiation inducers from botanical sources, the methanol extract of Withania somnifera L. (Dun.) showed activity. From the aerial parts of the plant, sixteen withanolides, including three new compounds, 14, 15 and 16, were isolated and their structures elucidated to be (20S,22R)-4β,5β,6α,27-tetrahydroxy-1-oxo-witha-2,24-dienolide, (20R,22R,24S,25R)-4β,20β-dihydroxy-5β,6β-epoxy-3β-methoxy-1-oxo-withanolide and 3-O-[β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl]-(20S,22R)-1α,3β-dihydroxywitha-5,24-dienolide, respectively, from the spectral data. Of these withanolides, 1, 2, 3 and 4 showed potent cell differentiation inducing activity against M1 cells. The most potent compound, 3, showed more potent activity than dexamethasone, the positive control. These active compounds have the same partial structure of the AB ring part, having a 4β-hydroxy-5β,6β-epoxy-2-en-1-one moiety.

  Solanaceae, Withania somnifera, withanolide, cell differentiation inducer, M1 cell

  Publication DOI: 10.1248/cpb.47.1646
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: School of Bioresources, Hiroshima Prefectural University, 562 Nanatsukacho, Shobara-shi, Hiroshima 727-0023, Japan, School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Shizuoka-shi 422-8526, Japan
  Methods: 13C NMR, 1H NMR, TLC, HPLC, CD, phagocytosis assay, HR-FAB-MS
  
   
  
  Withania somnifera
  CSDB ID 62390 (all data & tools)

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Structure type: oligomer ; 789 [M+Na]+
C₄₀H₆₂O₁₄
Trivial name: withanoside V
Compound class: steroid glycoside
Contained glycoepitopes: IEDB_141806,IEDB_142488,IEDB_146664,IEDB_241101,IEDB_983931,SB_192

• Article ID: 11649
  Kuroyanagi M, Shibata K, Umehara K "Cell differentiation inducing steroids from Withania somnifera L. (Dun.)" - Chemical and Pharmaceutical Bulletin 47(11) (1999) 1646-1649
  

  In the course of screening for cell differentiation inducers from botanical sources, the methanol extract of Withania somnifera L. (Dun.) showed activity. From the aerial parts of the plant, sixteen withanolides, including three new compounds, 14, 15 and 16, were isolated and their structures elucidated to be (20S,22R)-4β,5β,6α,27-tetrahydroxy-1-oxo-witha-2,24-dienolide, (20R,22R,24S,25R)-4β,20β-dihydroxy-5β,6β-epoxy-3β-methoxy-1-oxo-withanolide and 3-O-[β-D-glucopyranosyl(1→6)-β-D-glucopyranosyl]-(20S,22R)-1α,3β-dihydroxywitha-5,24-dienolide, respectively, from the spectral data. Of these withanolides, 1, 2, 3 and 4 showed potent cell differentiation inducing activity against M1 cells. The most potent compound, 3, showed more potent activity than dexamethasone, the positive control. These active compounds have the same partial structure of the AB ring part, having a 4β-hydroxy-5β,6β-epoxy-2-en-1-one moiety.

  Solanaceae, Withania somnifera, withanolide, cell differentiation inducer, M1 cell

  Publication DOI: 10.1248/cpb.47.1646
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: School of Bioresources, Hiroshima Prefectural University, 562 Nanatsukacho, Shobara-shi, Hiroshima 727-0023, Japan, School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Shizuoka-shi 422-8526, Japan
  Methods: 13C NMR, 1H NMR, TLC, HPLC, CD, phagocytosis assay, HR-FAB-MS
  
   
  
  Withania somnifera
  CSDB ID 62391 (all data & tools)