NOVEL IMINOCOUMARIN IMIDAZO[4,5-<i>b</i>]PYRIDINE DERIVATIVES: DESIGN, SYNTHESIS, AND BIOLOGICAL EVALUATION

Authors

  • Ida Boček Pavlinac Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Zagreb HR-10000
  • Kristina Starčević Department of Chemistry and Biochemistry, Faculty of Veterinary Medicine, University of Zagreb, Heinzelova 55, Zagreb HR-10000
  • Leentje Persoons KU Leuven, Department of Microbiology, Immunology and Transplantation, Rega Institute, Leuven
  • Mihailo Banjanac Pharmacology in vitro, Selvita Ltd. Prilaz baruna Filipovića 29, Zagreb 10000
  • Vedrana Radovanović Pharmacology in vitro, Selvita Ltd. Prilaz baruna Filipovića 29, Zagreb 10000
  • Dirk Daelemans KU Leuven, Department of Microbiology, Immunology and Transplantation, Rega Institute, Leuven
  • Marijana Hranjec Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Zagreb HR-10000

Keywords:

Carbonyl compounds, Microwave assisted synthesis, Imidazopyridines, Iminocoumarines, Biological activity

Abstract

Herein, we present the design, synthesis, and biological activity of novel iminocoumarin imidazo[4,5-b]pyridine derivatives. The prepared compounds were designed to study the type of substituent in position 6 of the coumarin nucleus as well as the type of the substituent at the N atom of imidazo[4,5-b]pyridine core for their effect on the biological activity. Therefore, all compounds were tested for their antiproliferative action on several human cancer cell lines in vitro, for their antioxidative activity, antibacterial activity on several bacterial strains, and for their antiviral activity on several viruses. The results of the evaluation of biological activity revealed that the tested derivatives did not display significant biological activities. The majority of the tested compounds were not active at all, while some derivatives showed low activity in these assays. Therefore, we could conclude that the biological potential of 6-substituted iminocoumarin derivatives is very low – the substitution in position 6 of the coumarin nucleus, in comparison to 7-substituted iminocoumarins, strongly decreases biological activity.

Published

2024-03-26

Issue

Section

Original Papers