Novel iminocoumarine imidazo[4,5-b]pyridine derivatives: Design, synthesis  and biological evaluation

Author:

Pavlinac Ida Boček1,Starčević Kristina2,Persoons Leentje3,Banjanac Mihailo4,Radovanović Vedrana4,Daelemans Dirk3,Hranjec Marijana1ORCID

Affiliation:

1. University of Zagreb Faculty of Chemical Engineering and Technology: Sveuciliste u Zagrebu Fakultet Kemijskog Inzenjerstva i Tehnologije

2. Sveuciliste u Zagrebu Veterinarski fakultet

3. KU Leuven Rega Institute for Medical Research.: Katholieke Universiteit Leuven Rega Institute for Medical Research

4. Selvita doo

Abstract

Abstract Herein we present the design, synthesis and biological activity of novel imidazo[4,5-b]pyridine derived iminocoumarine derivatives. Prepared compounds were designed in order to study the type of substituent placed at the position 6 on the coumarine nuclei as well as the type of the substituent at the N-atom of imidazo[4,5-b]pyridine core on the biological activity. Therefore, all compounds were tested for their antiproliferative activity on several human cancer cells in vitro, antioxidative activity, antibacterial activity on several bacterial strains and antiviral activity on several viruses. The results of the evaluation of biological activity revealed that the tested derivatives did not display significant biological derivatives. Majority of tested compounds were not active at all taking into account all evaluated biological activities, while some derivatives showed low activity. Therefore, we could conclude the biological potential of 6-substituted iminocoumarin derivatives is very low while the substitution at the position 6 on the coumarin nuclei, in comparison to 7-substituted iminocoumarins, has strongly decreased biological activity.

Publisher

Research Square Platform LLC

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5. Spectroscopic study of 3-aryl-7-methoxy-coumarin, iminocoumarin and bisiminocoumarin derivatives in solution;Khemakhem K;Dyes Pigm,2013

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