seco-Cycloartane triterpenes from Gardenia aubryi

J Nat Prod. 2006 Dec;69(12):1711-4. doi: 10.1021/np060273t.

Abstract

Three new 3,4-seco-cycloartanes, secaubryenol (1), secaubrytriol (2), and secaubryolide (3), were isolated from an exudate collected on the aerial parts of Gardenia aubryi, in addition to the known (24S)-cycloartane-24,25-diol-3-one, coccinetane A, herbacetin 3,8-dimethyl ether, hibiscetin 3,8,3',4'-tetramethyl ether, and conyzatin. The structures of 1 and 2 were established by mass spectrometry and NMR experiments, while the relative configuration of 2 was defined unequivocally using X-ray crystallography. The in vitro cytotoxic activity of compounds 1-3 was evaluated against four human solid tumor cell lines.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Gardenia / chemistry*
  • HeLa Cells
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • New Caledonia
  • Plants, Medicinal / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Triterpenes
  • secaubryenol
  • secaubryolide
  • secaubrytriol
  • cycloartane