The phytochemical investigation of a methanolic leaf extract of Aglaia rubiginosa furnished 15 isoprenoid constituents, eight of which represented new natural entities. Two androstane derivatives (1 and 2), previously synthesized, and also obtained by microbiological transformations; an extraordinary 17-octanor-cycloartane-ring-A-seco acid (3); four cycloartane-type triterpenes (4−7); and three unusual cholesterol derivatives (8−10) were isolated, along with two known dammaranes (11 and 12), a stigmastandiol (13), and β-sitosterol and its β-d-glucoside. Spectroscopic structure elucidation of the new natural products (1−3, 6, 7, 8−10) is described.

triterpenoids, Aglaia rubiginosa

NCBI PubMed ID: 10843575
Publication DOI: 10.1021/np9905923
Journal NLM ID: 7906882
Publisher: American Society of Pharmacognosy
Correspondence: awfrahmruf.uni-freiburg.de
Institutions: Department of Pharmaceutical Chemistry, Institute of Pharmacy, University of Freiburg, Freiburg, Germany
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, enzymatic hydrolysis, acid hydrolysis, HPLC, optical rotation measurement, HR-FAB-MS
 

• 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
  
   
  
  Aglaia rubiginosa
  CSDB ID 68586 (all data & tools)