In addition to the plant sterols β-sitosterol and daucosterol, a new bisabolane-typed sesquiterpene glycoside and three bioactive compounds (artemetin, geniposide and 6β-hydroxygeniposide) were characterized from the whole plant of Biebersteinia heterostemon endemic to the Tibetan area. The structure determination of the novel glycoside and identification of the known phytochemicals were accomplished by a combination of modern spectroscopic methods. Tests of all isolates for the antimicrobial activity indicated that the new sesquiterpene glycoside exhibited pronounced antibacterial activities against Bacillus subtilis, Staphylococcus aureus and Pseudomonas sp. with MICs at 50, 50 and 70 μg/ml, respectively.

antibacterial activity, Geraniaceae, Iridoids, Biebersteinia heterostemon, monoterpenes, (-)-anymol glycoside

• 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
  
   
  
  Biebersteinia heterostemon
  CSDB ID 62504 (all data & tools)
• Compound ID: 30064
  

  b-D-Lyxp-(1-8)-Subst Subst = (-)-anymol = SMILES CC(=CCC{8}[C@](C)(O)[C@@H]1CCC(=CC1)C)C

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  Structure type: monomer ; 355 [M+H]+
  C20H34O5
  Compound class: sesquiterpenoid glycoside
  
   
  
  Biebersteinia heterostemon
  CSDB ID 62503 (all data & tools)
• Compound ID: 30065
  

  b-D-Glcp-(1-1)-Subst11Me Subst = geniposidic acid aglycon = SMILES O={11}C(C1=CO{1}[C@@H](O)[C@@]2([H])[C@]1([H])CC=C2{10}CO)O

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  Structure type: monomer
  Trivial name: geniposide
  Compound class: glycoside, iridoid glycoside
  
   
  
  Biebersteinia heterostemon
  CSDB ID 62505 (all data & tools)
• Compound ID: 30066
  

  b-D-Glcp-(1-1)-Subst11Me Subst = scandoside aglycon = SMILES O{6}[C@H]1[C@H](C({11}C(O)=O)=CO{1}[C@H]2O)[C@H]2C({10}CO)=C1

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  Structure type: monomer
  Trivial name: 6β-hydroxygeniposide
  Compound class: iridoid glycoside
  
   
  
  Biebersteinia heterostemon
  CSDB ID 62506 (all data & tools)