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Structure type: monomer
Trivial name: 3S-thunberginol I 4’-O-glucoside
Compound class: coumarin glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11632
  Yoshikawa M, Murakami T, Ueda T, Shimoda H, Yamahara J, Matsuda H "Absolute stereostructures of 3S-phyllodulcin, 3R- and 3S-phyllodulcin glycosides, and 3R- and 3S-thunberginol H glycosides from the leaves of Hydrangea macrophylla Seringe var. thunbergii Makino" - Heterocycles 50(1) (1999) 411-418
  

  A new dihydroisocoumarin, 3S-phyllodulcin, and nine new dihydroisocoumarin glycosides, 3R- and 3S-phyllodulcin 3'-O-glucosides, 3R- and 3S-thunberginol H 8-O-glucosides, 3R- and 3S-thunberginol I 4'-O- glucosides, 3R- and 3S-hydrangenol 4'-O-apiosylglucosides, and thunberginol I 8-O-glucoside, were isolated from the leaves of Hydrangea macrophylla Seringe var. thunbergii Makino. The absolute stereostructures of 3S-phyllodulcin, 3R- and 3S-phyllodulcin 3'-O-glucosides, and 3R- and 3S-thunberginol H 8-O- glucosides were elucidated on the chemical and physicochemical evidence. Phyllodulcin from the unprocessed leaves was found to be ca. a 5:1 enantiomer mixture at the 3-position.

  glycoside, dihydroisocoumarin, Hydrangea macrophylla, dihydroisocoumarin glycoside, phyllodulcin, thunberginol, hydrangenol

  Publication DOI: 10.3987/COM-98-S(H)76
  Journal NLM ID: 7513602
  WWW link: https://www.scopus.com/record/display.uri?&origin=inward&eid=2-s2.0-0032838119
  Publisher: Elsevier
  Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
  Methods: 13C NMR, 1H NMR, IR, MS, UV
  
   
  
  Hydrangea macrophylla f. thunbergii
  CSDB ID 62330 (all data & tools)

Show legend Show as text

Structure type: monomer ; 471 [M+Na]+
C₂₂H₂₅O₁₀
Trivial name: 3S-thunberginol I 4’-O-glucoside
Compound class: coumarin glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 11633
  Yoshikawa M, Ueda T, Shimoda H, Murakami T, Yamahara J, Matsuda H "Dihydroisocoumarin constituents from the leaves of Hydrangea macrophylla var. thunbergii (2).: Absolute stereostructures of hydrangenol, thunberginol I, and phyllodulcin glycosides and isomerization reaction at the 3-positions of phyllodulcin and its glycosides" - Chemical and Pharmaceutical Bulletin 47(3) (1999) 383-387
  

  Following the characterization of 3S-phyllodulein, 3R- and 3S-phyllodulcin 3'-O-glucosides, and 3R- and 3S-thunberginol H 8-O-glucosides, six new dihydroisocoumarin glycosides, 3R- and 3S-hydrangenol 4'-O-apiosylglucosides, 3R- and 3S-thunberginol I 4'-O-glucosides, thunberginol I 8-O-glucoside, and 3S-phyllodulcin 8-O-glucoside, were isolated from the dried leaves of Hydrangea macrophylla var. thunbergii and their structures were determined on the basis of chemical and physicochemical evidence. In addition, isomerization reaction at the 3-positions of phyllodulcin and its glycosides was examined.

  dihydroisocoumarin glycoside, dihydroisocoumarin 3-isomerization, Hydrangea macrophylla var. thunbergii, Hydrangeae Dulcis Folium, hydrangenol glycoside, thunberginol I glycoside

  Publication DOI: 10.1248/cpb.47.383
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
  Methods: 13C NMR, 1H NMR, IR, FAB-MS, GLC, HPLC, optical rotation measurement, CD, NOESY, HRMS, sulfuric acid hydrolysis, HCl methanolysis, isomerization
  
   
  
  Hydrangea macrophylla f. thunbergii
  CSDB ID 62337 (all data & tools)