Five spirostanol saponins were isolated from the bulbs of Allium aflatunense. One of them, (25R)-5α-spirostane-2α,3β-diol (gitogenin) 3-O-{O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside} was isolated from a plant source for the first time and two of them were new compounds. The spectral and chemical data showed that the structures of the new saponins were (25R)-5α-spirostane-2α,3β,5-triol 2-O-β-D-glucopyranoside and gitogenin 3-O-{O-β-D-glucopyranosyl-(1→2)-O-[4-O-[(S)-3-hydroxy-3-methylglutaryl]-β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside}. The isolated saponins were evaluated for their cytostatic activity on human promyelocytic leukemia HL-60 cells.

Liliaceae, steroidal saponin, spirostanol saponin, cytostatic activity, Allium aflatunense

• Compound ID: 23679
  

  b-D-Xylp-(1-3)-+ | b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst Subst = agigenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])C{6}[C@@H](O)[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H]

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  Structure type: oligomer
  C56H91O29
  Trivial name: aginoside
  Compound class: saponin glycoside, triterpenoid glycoside
  Reference(s) to other database(s): CCSD:40123, CBank-STR:12125
  
   
  
  Allium aflatunense
  CSDB ID 62208 (all data & tools)
• Compound ID: 23888
  

  b-D-Xylp-(1-3)-+ | b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst Subst = gitogenin = SMILES C[C@@H]1[C@]2(OC[C@H](C)CC2)O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]31[H]

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  Structure type: oligomer
  Trivial name: F-gitonin
  Compound class: saponin glycoside, glycoside, triterpenoid glycoside
  Reference(s) to other database(s): CCSD:20155, CBank-STR:12106
  
   
  
  Allium aflatunense
  CSDB ID 62207 (all data & tools)
• Compound ID: 29827
  

  b-D-Glcp-(1-2)-Subst Subst = 25R-5α-spirostane-2α,3β,5-triol = SMILES C[C@@H]1CC[C@]2(OC1)[C@@H](C)[C@H]3[C@H](C[C@@H]4[C@]3(C)CC[C@H]5[C@H]4CC{5}[C@]6(O)[C@]5(C)C{2}[C@@H](O){3}[C@H](O)C6)O2

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  Structure type: monomer ; 609 [M-H]-
  C33H54O10
  Compound class: saponin glycoside
  
   
  
  Allium aflatunense
  CSDB ID 62205 (all data & tools)
• Compound ID: 29828
  

  b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst Subst = gitogenin = SMILES C[C@@H]1[C@]2(OC[C@H](C)CC2)O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]31[H]

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  Structure type: oligomer
  Compound class: saponin glycoside
  
   
  
  Allium aflatunense
  CSDB ID 62206 (all data & tools)
• Compound ID: 29829
  

  b-D-Glcp-(1-2)-+ | S-3HO3MeGlt-(1-4)-b-D-Xylp-(1-3)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst Subst = gitogenin = SMILES C[C@@H]1[C@]2(OC[C@H](C)CC2)O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]31[H]

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  Structure type: oligomer ; 1193 [M-H]-
  C56H90O27
  Trivial name: aginoside
  Compound class: saponin glycoside
  
   
  
  Allium aflatunense
  CSDB ID 62209 (all data & tools)