Synthesis and anticancer activity of new pyrrolocarbazoles and pyrrolo-beta-carbolines

Bioorg Med Chem. 2005 Mar 15;13(6):2263-83. doi: 10.1016/j.bmc.2004.12.045.

Abstract

'Bended' 1, 3 or 'linear' 2 pyrrolidino-fused (aza)carbazoles were prepared and screened towards a few cancer-related targets. Whereas 'bended' derivatives 1 and 3 proved to be weakly toxic, several members of the 'linear' family strongly interact with DNA, especially derivative 28a.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / toxicity
  • CDC2 Protein Kinase / antagonists & inhibitors
  • CDC2 Protein Kinase / metabolism
  • Carbazoles / chemical synthesis
  • Carbazoles / chemistry*
  • Carbazoles / pharmacology*
  • Carbazoles / toxicity
  • Carbolines / chemical synthesis
  • Carbolines / chemistry*
  • Carbolines / pharmacology*
  • Carbolines / toxicity
  • Cell Cycle / drug effects
  • Cell Line, Tumor
  • DNA / genetics
  • DNA / metabolism
  • DNA Footprinting
  • DNA Topoisomerases, Type I / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Enzyme Inhibitors / toxicity
  • Glycogen Synthase Kinase 3 / antagonists & inhibitors
  • Glycogen Synthase Kinase 3 / metabolism
  • Glycogen Synthase Kinase 3 beta
  • Indoles / chemistry
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Nucleic Acid Denaturation
  • Pyrroles / chemistry*
  • Structure-Activity Relationship
  • Temperature
  • Titrimetry
  • Topoisomerase I Inhibitors

Substances

  • Antineoplastic Agents
  • Carbazoles
  • Carbolines
  • Enzyme Inhibitors
  • Indoles
  • Pyrroles
  • Topoisomerase I Inhibitors
  • indole
  • DNA
  • Glycogen Synthase Kinase 3 beta
  • CDC2 Protein Kinase
  • Glycogen Synthase Kinase 3
  • glycogen synthase kinase 3 alpha
  • DNA Topoisomerases, Type I