The isolation and characterization of three novel triterpene glycosides 1-3 from the medicinal plant Ardisia japonica (Myrsinaceae) are described. The compounds are characterized by a branched oligosaccharide chain, composed of four sugar units. The oligosaccharide structures were determined by 1H-1H correlation spectroscopy (COSY, HOHAHA, ROESY) and 1H-13C heteronuclear correlation (HETCOR) nmr experiments. The aglycone moieties are the oleane-type triterpenes cyclamiretin A for 1 and the new 13,28-epoxy-30,30-dimethoxyolean-3β,16α-diol and 3β,16α-dihydroxy-13,28-epoxyolean-29-oic acid for 2 and 3, respectively.

• Compound ID: 25613
  

  b-D-Glcp-(1-4)-+ | a-L-Rhap-(1-4)-b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst Subst = 13β,28-epoxy-30,30-dimethoxyolean-3β,16α-diol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]45[C@]6([H])C[C@](C(OC)OC)(C)CC[C@@](CO5)6{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer
  C55H92O23
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:29702, CBank-STR:12490
  
   
  
  Ardisia japonica
  CSDB ID 140841 (all data & tools)
• Compound ID: 25614
  

  b-D-Glcp-(1-4)-+ | a-L-Rhap-(1-4)-b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst Subst = 13β,28-epoxy-oleanan-3β,16α-diol-29-oic acid = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]45[C@]6([H])C[C@](C)({29}C(O)=O)CC[C@@](CO5)6{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer
  C53H86O23
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:29703, CBank-STR:10268
  
   
  
  Ardisia japonica
  CSDB ID 140842 (all data & tools)
• Compound ID: 25615
  

  b-D-Glcp-(1-4)-+ | a-L-Rhap-(1-4)-b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst Subst = cyclamiretin A = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]45[C@]6([H])C[C@@](C)(C=O)CC[C@@](CO5)6{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H]

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  Structure type: oligomer
  C53H86O22
  Compound class: saponin glycoside
  Reference(s) to other database(s): CCSD:30110, CBank-STR:10267
  
   
  
  Ardisia japonica
  CSDB ID 140840 (all data & tools)