Two novel pregnane glycosides, denicunine (1) and heminine (4), have been isolated from the dried stem of Hemidesmus indicus R.Br. (family: Asclepiadaceae). Chemical transformations and spectroscopic evidence viz: 1H and 13C NMR spectroscopy and FABMS are consistent with the structures calogenin 3-O-3-O-methyl-β-D-fucopyranosyl-(1 → 4)-O-β-D-oleandropyranoside and calogenin 3-O-β-D-cymaropyranosyl-(1 → 4)-O-β-D-digitoxopyranoside, respectively.

Hemidesmus indicus; Asclepiadaceae; pregnane glycosides; denicunine; heminine; calogenin; C21 steroids

• Compound ID: 32920
  

  b-D-Fucp3Me-(1-4)-b-D-Olip3Me-(1-3)-Subst Subst = calogenin = SMILES O{14}[C@@]12[C@]3([H])CC=C4C{3}[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]1(C)[C@@H]({20}[C@@](C)O)CC2

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  Structure type: oligomer
  Trivial name: denicunine
  Compound class: glycoside
  
   
  
  Hemidesmus indicus
  CSDB ID 67920 (all data & tools)
• Compound ID: 32921
  

  b-D-Digp3Me-(1-4)-b-D-Digp-(1-3)-Subst Subst = calogenin = SMILES O{14}[C@@]12[C@]3([H])CC=C4C{3}[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]1(C)[C@@H]({20}[C@@](C)O)CC2

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  Structure type: oligomer
  Trivial name: heminine
  Compound class: glycoside
  
   
  
  Hemidesmus indicus
  CSDB ID 67921 (all data & tools)