Derivatives of 2-amino-4-(furan-2-yl)pyridine-3-carbonitriles as promising antistaphylococcal drugs
https://doi.org/10.33380/2305-2066-2025-14-3-2140
Abstract
Introduction. Furan-containing compounds frequently demonstrate antimicrobial properties. While pyridine-based compounds alone lack antimicrobial activity, their structural combination with a furan moiety presents a promising approach for designing novel antimicrobial agents.
Aim. This study aims to synthesize hybrid molecules incorporating both furan and aminopyridine fragments and evaluate their antimicrobial potential.
Materials and methods. We prepared a series of 5,6-substituted 2-amino-4-(2-furyl)pyridine-3-carbonitriles via a one-pot multicomponent reaction using furfural, malononitrile, ammonium acetate, and selected ketones.
Results and Discussion. The synthesized compounds exhibited significant antimicrobial activity against Staphylococcus aureus, Pseudomonas aeruginosa, and the yeast-like fungus Candida utilis. Structure-activity relationship analysis revealed that substituents at the 5- and 6-positions critically influence antibacterial potency.
Conclusion. We successfully developed a novel series of 2-amino-5,6-dialkyl-4-(furan-2-yl)pyridine-3-carbonitriles and characterized their in vitro antimicrobial effects, identifying key structural features for enhanced activity.
Supporting agencies: The study was carried out with the Russian Science Foundation (No. 23-13-00224, https://rscf.ru/project/23-13-00224/) using the equipment of the Engineering Center of the St. Petersburg State Technological Institute.
About the Authors
D. S. Bespalov
Saint Petersburg State Institute of Technology (Technical University)
Russian Federation
Russian Federation
24–26/49A, Moskovsky prospect, Saint-Petersburg, 190013
D. M. Egorov
St. Petersburg Federal Research Center of the Russian Academy of Sciences; Saint Petersburg State Institute of Technology (Technical University)
Russian Federation
Russian Federation
39, 14th line V.O., Saint-Petersburg, 199178;
24–26/49A, Moskovsky prospect, Saint-Petersburg, 190013
A. S. Krylov
St. Petersburg Federal Research Center of the Russian Academy of Sciences; Saint Petersburg State Institute of Technology (Technical University)
Russian Federation
Russian Federation
39, 14th line V.O., Saint-Petersburg, 199178;
24–26/49A, Moskovsky prospect, Saint-Petersburg, 190013
E. N. Chernova
St. Petersburg Federal Research Center of the Russian Academy of Sciences
Russian Federation
Russian Federation
39, 14th line V.O., Saint-Petersburg, 199178
I. L. Kuzikova
St. Petersburg Federal Research Center of the Russian Academy of Sciences
Russian Federation
Russian Federation
39, 14th line V.O., Saint-Petersburg, 199178
Z. A. Zhakovskaya
St. Petersburg Federal Research Center of the Russian Academy of Sciences
Russian Federation
Russian Federation
39, 14th line V.O., Saint-Petersburg, 199178
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Bespalov D.S., Egorov D.M., Krylov A.S., Chernova E.N., Kuzikova I.L., Zhakovskaya Z.A. Derivatives of 2-amino-4-(furan-2-yl)pyridine-3-carbonitriles as promising antistaphylococcal drugs. Drug development & registration. (In Russ.) https://doi.org/10.33380/2305-2066-2025-14-3-2140
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