Antitumor agents. Part 215: antitubulin effects of cytotoxic B-ring modified allocolchicinoids

Bioorg Med Chem Lett. 2002 Oct 21;12(20):2851-3. doi: 10.1016/s0960-894x(02)00635-2.

Abstract

N-Acetylcolchinol methyl ether 1 served as the starting material to prepare the chloroacetamide (3) and epoxide (5) analogues. Both 3 and 5 were potent inhibitors of tubulin polymerization in vitro. Compound 3 was also 4-fold more cytotoxic than colchicine against the 1A9 tumor cell line and showed a unique cross-resistance profile.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Colchicine / analogs & derivatives*
  • Colchicine / chemical synthesis*
  • Colchicine / pharmacology*
  • Drug Screening Assays, Antitumor
  • Humans
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Conformation
  • Tubulin / drug effects*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Indicators and Reagents
  • Tubulin
  • allocolchicine
  • Colchicine