Biological Activity of Amidino-Substituted Imidazo [4,5-b]pyridines

Bočak Pavlinac, Ida; Zlatić, Katarina; Persoons, Leentje; Daelemans, Dirk; Banjanac, Mihajlo; Radovanović, Vedrana; Butković, Kristina; Kralj, Marijeta; Hranjec, Marijana (2022) Biological Activity of Amidino-Substituted Imidazo [4,5-b]pyridines. Molecules, 28 (1). ISSN 1420-3049

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Abstract

A series of cyano and amidino substituted imidazo[4, 5-b]pyridines were synthesized using standard methods of organic synthesis and their biological activity was evaluated. Biological evaluation included in vitro antiproliferative effect on a diverse selection of human cancer cell lines, antibacterial activity against chosen Gram- positive and Gram-negative bacterial strains, and antiviral activity on a broad panel of DNA and RNA viruses. The most pronounced antiproliferative activity was observed for compound 10, with an unsubstituted amidino group, and compound 14, with a 2-imidazolinyl amidino group, both displaying selective and strong activity in sub micromolar inhibitory concentration range against colon carcinoma (IC50 0.4 and 0.7 μM, respectively). All tested compounds lacked antibacterial activity with exception of compound 14 which showed moderate activity against E. coli (MIC 32 μM). Bromo substituted derivative 7 with an unsubstituted phenyl ring (EC50 21 μM) and para- cyano substituted derivative 17 (EC50 58 μM) showed selective but moderate activity against Respiratory Syncytial Virus (RSV).

Item Type:	Article
Uncontrolled Keywords:	amidines; antibacterial activity; antiproliferative activity; antiviral activity; imidazo[4, 5-b]pyridines
Subjects:	NATURAL SCIENCES > Chemistry BIOMEDICINE AND HEALTHCARE > Basic Medical Sciences
Divisions:	Division of Molecular Medicine
Projects:	Project title Project leader Project code Project type Istraživanje antioksidativnog djelovanja benzazolskog skeleta u dizajnu novih antitumorskih agensa-AntioxPot Marijana Hranjec; Livio Racane; Lucija Ptiček; Marijeta Kralj; Karmen Brajša; Ines Vujasinović; Kristina Butković; Ivana Novak Jovanović IP-2018-01-4379 HRZZ
Depositing User:	Virna Brumnić
Date Deposited:	27 Mar 2026 11:34
URI:	http://fulir.irb.hr/id/eprint/11522
DOI:	10.3390/molecules28010034

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