Synthesis and characterisation of a novel tubulin-directed DO3A-colchicine conjugate with potential theranostic features

Bioorg Med Chem Lett. 2011 Jun 1;21(11):3346-8. doi: 10.1016/j.bmcl.2011.04.014. Epub 2011 Apr 8.

Abstract

Colchicine is a known tubulin binding agent enabling necrosis in tumors. A novel tubulin-directed DO3A-colchicine conjugate and its Gd(III) complex were prepared from N-deacetylcolchicine, coupling alkaloid and polyaza-alicyclic functions via a peptide coupling methodology. The longitudinal proton relaxivity of the Gd(III) complex in water at 4.7 T is 2.86 mM(-1) s(-1) and a similar efficacy as colchicine towards ovarian carcinoma cells in vitro.

MeSH terms

  • Cell Line, Tumor
  • Colchicine* / chemistry
  • Colchicine* / metabolism
  • Female
  • Humans
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Ovarian Neoplasms* / physiopathology
  • Tubulin* / metabolism

Substances

  • Gd(III)-DO3A complex
  • Organometallic Compounds
  • Tubulin
  • Colchicine