Synthesis and cytotoxic activities of 1-benzylidine substituted beta-carboline derivatives

Bioorg Med Chem Lett. 2008 Dec 15;18(24):6558-61. doi: 10.1016/j.bmcl.2008.10.043. Epub 2008 Oct 14.

Abstract

A series of new beta-carboline derivatives, bearing a benzylidine substituent at position-1, has been prepared and evaluated in vitro against a panel of human cell lines. The N(2)-benzylated beta-carbolinium bromates represented the most interesting cytotoxic activities. In particular, compounds 19 were found to be the most potent compounds with IC(50) values lower than 5 microM against 10 strains human tumor cell lines. These results confirmed that the N(2)-benzyl substituent on the beta-carboline ring played an important role in the modulation of the cytotoxic activities and suggested that further development of such compounds may be interest.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Carbolines / chemical synthesis*
  • Carbolines / pharmacology
  • Cell Line, Tumor
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Harmine / chemical synthesis*
  • Harmine / pharmacology
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Ions
  • Models, Chemical
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Carbolines
  • Ions
  • Harmine