Saxifragifolins A and B, two new triterpenoid tetrasaccharides isolated from the aerial part of Androsace saxifragifolia, were respectively shown to be androsacenol-3-O-{β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranoside}(1) and cyclamiretin A 3-O-{β-D-xylopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→2)]-α-L-arabinopyranoside}(2). The structural details were elucidated by a combination of fast-atom-bombardment mass spectrometry, chemical degradation, and one- and two-dimensional n.m.r. spectroscopy.

tetrasaccharide, triterpenoid, Androsace saxifragifolia

• Compound ID: 20490
  

  b-D-Glcp-(1-3)-Subst Subst = β-sitosterol = SMILES O{3}[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@@]2([H])CC[C@@]4(C)[C@]3([H])CC[C@]4([C@@H](C)CC[C@@H](CC)C(C)C)[H]

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  Structure type: monomer
  Trivial name: daucosterol, β-daucosterol, β-sitosterol, β-sitosterol-β-D-glucoside, androsine, saxifragifolin B, β-sitosterol 3-O-β-D-glucopyranoside
  Compound class: saponin glycoside, glycoside, steroid glycoside, triterpenoid glycoside
  Reference(s) to other database(s): GenDB:MK026953.1
  
   
  
  Androsace saxifragifolia
  CSDB ID 62464 (all data & tools)
• Compound ID: 30031
  

  b-D-Glcp-(1-2)-+ | b-D-Xylp-(1-2)-b-D-Glcp-(1-4)-a-L-Arap-(1-3)-Subst22Ac Subst = 30-oxo-3β,13β,28-epoxy-16α,22β-oleananetriol = SMILES CC1(C){3}[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC[C@@]23OC[C@]4({16}[C@H](O)C[C@]21C){22}[C@H](O)C[C@](C)(C=O)C[C@@H]34

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  Structure type: oligomer ; 1141 [M+Na]+
  C54H86O24
  Trivial name: saxifragifolin A
  Compound class: saponin glycoside
  
   
  
  Androsace saxifragifolia
  CSDB ID 62462 (all data & tools)
• Compound ID: 30032
  

  b-D-Glcp-(1-2)-+ | b-D-Xylp-(1-2)-b-D-Glcp-(1-4)-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 ; 1083 [M+Na]+
  C52H84O22
  Trivial name: saxifragifolin B
  Compound class: saponin glycoside
  
   
  
  Androsace saxifragifolia
  CSDB ID 62463 (all data & tools)
• Compound ID: 30033
  

  b-D-Glcp-(1-4)-+ | b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst22Ac Subst = 30-oxo-3β,13β,28-epoxy-16α,22β-oleananetriol = SMILES CC1(C){3}[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC[C@@]23OC[C@]4({16}[C@H](O)C[C@]21C){22}[C@H](O)C[C@](C)(C=O)C[C@@H]34

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  Structure type: oligomer
  Compound class: saponin glycoside
  
   
  
  Androsace saxifragifolia
  CSDB ID 62465 (all data & tools)
• Compound ID: 30034
  

  b-D-Glcp2Me3Me4Me6Me-(1-2)-+ | b-D-Xylp2Me3Me4Me-(1-2)-b-D-Glcp3Me4Me6Me-(1-4)-a-L-Arap3Me-(1-3)-Subst22Ac Subst = 30-oxo-3β,13β,28-epoxy-16α,22β-oleananetriol = SMILES CC1(C){3}[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC[C@@]23OC[C@]4({16}[C@H](O)C[C@]21C){22}[C@H](O)C[C@](C)(C=O)C[C@@H]34

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  Structure type: oligomer
  Compound class: saponin glycoside
  
   
  
  Androsace saxifragifolia
  CSDB ID 62466 (all data & tools)
• Compound ID: 30035
  

  b-D-Glcp2Me3Me4Me6Me-(1-2)-+ | b-D-Xylp2Me3Me4Me-(1-2)-b-D-Glcp3Me4Me6Me-(1-4)-a-L-Arap3Me-(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
  Compound class: saponin glycoside
  
   
  
  Androsace saxifragifolia
  CSDB ID 62467 (all data & tools)