Library of diversely substituted 2-(quinolin-4-yl)imidazolines delivers novel non-cytotoxic antitubercular leads

J Enzyme Inhib Med Chem. 2016 Dec;31(6):1146-55. doi: 10.3109/14756366.2015.1101094. Epub 2015 Nov 2.

Abstract

A novel library based on quinolin-4-ylimidazoline core was designed to incorporate a general quinoline antimicrobial pharmacophore. A synthesis of the well-characterized library of 36 compounds was achieved using the Pd-catalyzed Buchwald-Hartwig-type imidazoline arylation chemistry developed earlier. Compounds were tested for biological activity and were found to possess no antimalarial activity. However, the library delivered two promising antitubercular leads, which are non-cytotoxic and can be further optimized with respect to antimycobacterial potency.

Keywords: 2-imidazoline; Antimalarial; Buchwald–Hartwig; antitubercular; microwave chemistry; non-cytotoxic; quinoline.

MeSH terms

  • Antitubercular Agents / administration & dosage*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Catalysis
  • Imidazolines / administration & dosage*
  • Palladium / chemistry
  • Proton Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Antitubercular Agents
  • Imidazolines
  • Palladium