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Article

The Nitrofuran-Warhead-Equipped Spirocyclic Azetidines Show Excellent Activity against Mycobacterium tuberculosis

by
Kristina Komarova
1,
Lyubov Vinogradova
1,
Alexey Lukin
1,
Maxim Zhuravlev
1,
Dmitry Deniskin
1,
Mikhail Chudinov
1,*,
Maxim Gureev
2,
Marine Dogonadze
3,
Natalia Zabolotnykh
3,
Tatiana Vinogradova
3,
Anastasia Lavrova
3,4 and
Petr Yablonskiy
5
1
Lomonosov Institute of Fine Chemical Technologies, MIREA—Russian Technological University, 119454 Moscow, Russia
2
Institute of Cytology, Russian Academy of Sciences, Tikhoretsky Ave 4, 194064 Saint Petersburg, Russia
3
Saint-Petersburg State Research Institute of Phthisiopulmonology of the Ministry of Healthcare of the Russian Federation, 191036 Saint Petersburg, Russia
4
Sophya Kovalevskaya North-West Mathematical Research Center, Immanuel Kant Baltic Federal University, 236041 Kaliningrad, Russia
5
Department of Hospital Surgery, Faculty of Medicine, Saint Petersburg State University, 199034 Saint Petersburg, Russia
*
Author to whom correspondence should be addressed.
Molecules 2024, 29(13), 3071; https://doi.org/10.3390/molecules29133071
Submission received: 20 May 2024 / Revised: 20 June 2024 / Accepted: 25 June 2024 / Published: 27 June 2024
(This article belongs to the Special Issue Advances in Antibacterial Molecules)
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Abstract

A series of 21 new 7′H-spiro[azetidine-3,5′-furo [3,4-d]pyrimidine]s substituted at the pyrimidine ring second position were synthesized. The compounds showed high antibacterial in vitro activity against M. tuberculosis. Two compounds had lower minimum inhibitory concentrations against Mtb (H37Rv strain) compared with isoniazid. The novel spirocyclic scaffold shows excellent properties for anti-tuberculosis drug development.
Keywords: nitrofurans; spiroazetidines; tuberculosis; antimycobacterial activity; induced fit docking; deazaflavin-dependent nitroreductase nitrofurans; spiroazetidines; tuberculosis; antimycobacterial activity; induced fit docking; deazaflavin-dependent nitroreductase
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MDPI and ACS Style

Komarova, K.; Vinogradova, L.; Lukin, A.; Zhuravlev, M.; Deniskin, D.; Chudinov, M.; Gureev, M.; Dogonadze, M.; Zabolotnykh, N.; Vinogradova, T.; et al. The Nitrofuran-Warhead-Equipped Spirocyclic Azetidines Show Excellent Activity against Mycobacterium tuberculosis. Molecules 2024, 29, 3071. https://doi.org/10.3390/molecules29133071

AMA Style

Komarova K, Vinogradova L, Lukin A, Zhuravlev M, Deniskin D, Chudinov M, Gureev M, Dogonadze M, Zabolotnykh N, Vinogradova T, et al. The Nitrofuran-Warhead-Equipped Spirocyclic Azetidines Show Excellent Activity against Mycobacterium tuberculosis. Molecules. 2024; 29(13):3071. https://doi.org/10.3390/molecules29133071

Chicago/Turabian Style

Komarova, Kristina, Lyubov Vinogradova, Alexey Lukin, Maxim Zhuravlev, Dmitry Deniskin, Mikhail Chudinov, Maxim Gureev, Marine Dogonadze, Natalia Zabolotnykh, Tatiana Vinogradova, and et al. 2024. "The Nitrofuran-Warhead-Equipped Spirocyclic Azetidines Show Excellent Activity against Mycobacterium tuberculosis" Molecules 29, no. 13: 3071. https://doi.org/10.3390/molecules29133071

APA Style

Komarova, K., Vinogradova, L., Lukin, A., Zhuravlev, M., Deniskin, D., Chudinov, M., Gureev, M., Dogonadze, M., Zabolotnykh, N., Vinogradova, T., Lavrova, A., & Yablonskiy, P. (2024). The Nitrofuran-Warhead-Equipped Spirocyclic Azetidines Show Excellent Activity against Mycobacterium tuberculosis. Molecules, 29(13), 3071. https://doi.org/10.3390/molecules29133071

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