Evaluation of new indole and bromoindole derivatives as pp60(c-Src) tyrosine kinase inhibitors

Chem Biol Drug Des. 2009 Oct;74(4):397-404. doi: 10.1111/j.1747-0285.2009.00876.x. Epub 2009 Aug 19.

Abstract

A series of N-benzyl-indole-3-imine-, amine derivatives and their 5-bromo congeners were synthesized and their biological activity were evaluated against the pp60(c-Src) tyrosine kinase target. To afford the imine derivatives, aldehydes were reacted with substituted benzylamines and the corresponding amine derivatives were obtained by NaBH(4) reduction of these imines. Except insoluble N-benzyl-indole-3-imine derivatives, all the derivatives showed some activity against the kinase target. Screening of these compounds for their biological activity revealed that among N-benzyl-indole derivatives, those bearing 5-bromo substitution have the enhanced potency, where the amine derivatives were more active than imines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Imines / chemistry
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Indoles / pharmacology
  • Protein Kinase Inhibitors / chemical synthesis
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / pharmacology
  • Proto-Oncogene Proteins pp60(c-src) / antagonists & inhibitors*
  • Proto-Oncogene Proteins pp60(c-src) / metabolism
  • Schiff Bases / chemistry

Substances

  • Imines
  • Indoles
  • Protein Kinase Inhibitors
  • Schiff Bases
  • Proto-Oncogene Proteins pp60(c-src)