Synthesis, cytotoxic activities and structure-activity relationships of topoisomerase I inhibitors: indolizinoquinoline-5,12-dione derivatives

Bioorg Med Chem. 2008 Apr 15;16(8):4617-25. doi: 10.1016/j.bmc.2008.02.036. Epub 2008 Feb 15.

Abstract

A series of indolizinoquinoline-5,12-dione derivatives (IQDs) are synthesized and evaluated for their cytotoxic activities toward human lung adenocarcinoma (GLC-82), large-cell lung carcinoma (NCI-H460), promyelocytic leukemia (HL-60) and breast carcinoma (MCF-7) cells by MTT method. Most of the IQDs show significant cytotoxic potency. In addition, the evaluation of structure-activity relationships indicated that the incorporation of electron-withdrawing substituents at the C or D ring will enhance the activities of the target compounds distinctly. The topoisomerase I inhibitory activity is also measured.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • DNA Topoisomerases, Type I / metabolism*
  • Enzyme Activation / drug effects
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / toxicity*
  • Humans
  • Indoles / chemistry*
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Quinolines / toxicity*
  • Structure-Activity Relationship
  • Topoisomerase I Inhibitors*

Substances

  • Enzyme Inhibitors
  • Indoles
  • Quinolines
  • Topoisomerase I Inhibitors
  • quinoline
  • DNA Topoisomerases, Type I