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.
Shiqing Han  1 ,  Ernest Hamel ,  Kenneth F Bastow ,  Andrew T McPhail ,  Arnold Brossi ,  Kuo-Hsiung Lee
Affiliations
  • 1. Natural Products Laboratory, School of Pharmacy, University of North Carolina at Chapel Hill, NC 27599, USA.
PMID: 12270161 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.