Structure elucidation and hepatotoxicity evaluation against HepG2 human cells of neo-clerodane diterpenes from Teucrium polium L

Phytochemistry. 2011 Nov;72(16):2037-44. doi: 10.1016/j.phytochem.2011.07.006. Epub 2011 Aug 22.

Abstract

Seven neo-clerodanes (teupolins VI-XII) and eleven known compounds were isolated and characterized from leaf extracts of Teucrium polium L., a medicinal plant used in traditional and herbal medicine for its hypolipidemic, hypoglycemic, antioxidant and antiproliferative properties. The structures of these compounds were elucidated by 1D (1H, 13C and DEPT) and 2D (COSY, TOCSY, HSQC, HMBC) NMR experiments and by mass spectrometry analysis. The complete stereostructure of each compound was defined with a NOESY experiment. Because the overexploitation of herbal remedies containing T. polium extracts has resulted in several cases of hepatitis, the hepatotoxic activity of pure metabolites against the human hepatoblastoma cancer cell line HepG2 was assessed by the MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide) test. All of the compounds showed low toxicity values at the highest concentration tested (200 μM).

MeSH terms

  • Cytostatic Agents / chemistry
  • Cytostatic Agents / isolation & purification
  • Cytostatic Agents / toxicity*
  • Diterpenes, Clerodane / chemistry
  • Diterpenes, Clerodane / isolation & purification
  • Diterpenes, Clerodane / toxicity*
  • Hep G2 Cells
  • Humans
  • Mass Spectrometry
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Extracts / chemistry*
  • Plant Leaves / chemistry
  • Teucrium / chemistry*

Substances

  • Cytostatic Agents
  • Diterpenes, Clerodane
  • Plant Extracts
  • teucrium extract