Synthesis and biological evaluation of tetrademethyl isocolchicine derivatives as inhibitors of DNA topoisomerase action in vitro

Bioorg Med Chem. 1993 Sep;1(3):227-34. doi: 10.1016/s0968-0896(00)82125-2.

Abstract

Four tetrademethyl isocolchicine analogs were prepared and evaluated as inhibitors of mammalian DNA topoisomerase in vitro. All compounds inhibited topoisomerase II-dependent DNA unknotting by a mechanism which did not involve "cleavable-complex" formation. N-Deacetylation as well as N-substitution with the (3',4',5'-trihydroxybenzoyl)-group afforded compounds which were less selective, based on their added ability to inhibit topoisomerase I-mediated DNA relaxation.

Publication types

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

MeSH terms

  • Colchicine / chemical synthesis
  • Colchicine / chemistry
  • Colchicine / pharmacology*
  • DNA / metabolism
  • Drug Evaluation, Preclinical
  • HeLa Cells
  • Humans
  • In Vitro Techniques
  • Molecular Structure
  • Structure-Activity Relationship
  • Topoisomerase I Inhibitors*
  • Topoisomerase II Inhibitors*

Substances

  • Topoisomerase I Inhibitors
  • Topoisomerase II Inhibitors
  • isocolchicine
  • DNA
  • Colchicine