Four new carvotanacetone derivatives from Sphaeranthus ukambensis, inhibitors of the ubiquitin-proteasome pathway

Planta Med. 2011 Sep;77(14):1605-9. doi: 10.1055/s-0030-1270935. Epub 2011 Mar 21.

Abstract

Six carvotanacetone derivatives (1- 6), amongst which four new compounds (1- 4), were isolated from the aerial parts of Sphaeranthus ukambensis Vatke & O. Hoffm. The structures of the molecules were elucidated by complementary spectroscopic methods, and their biological properties were investigated using human DLD-1 colon cancer cells engineered to stably express a 4 ubiquitin-luciferase (4 Ub-Luc) reporter protein. Five of the isolated carvotanacetone derivatives (2- 6) were found to inhibit the proliferation of the colon cancer cells and interfere with the ubiquitin-proteasome pathway, with potencies in a micromolar range.

MeSH terms

  • Asteraceae / chemistry*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Humans
  • Kenya
  • Plant Components, Aerial / chemistry
  • Plant Extracts / chemistry*
  • Protease Inhibitors / pharmacology*
  • Proteasome Endopeptidase Complex / metabolism*
  • Terpenes / chemistry
  • Terpenes / isolation & purification
  • Terpenes / pharmacology*
  • Ubiquitin / metabolism*

Substances

  • Plant Extracts
  • Protease Inhibitors
  • Terpenes
  • Ubiquitin
  • Proteasome Endopeptidase Complex