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Sterically Hindered Phenolic Isatin Derivatives Containing a DABCO Fragment: Synthesis and Antimicrobial Activity Testing

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Abstract

The condensation of phenolic isatin derivatives with 1-(2-hydrazinyl-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane bromide yielded a series of isatin-3-acylhydrazones containing a monocationic DABCO fragment. New compounds have antimicrobial activity against phytopathogenic bacteria and fungi, as well as a number of anthropopathogenic bacteria and fungi. Salts based on 5-alkylisatins exhibit bactericidal effect against Staphylococcus aureus at a concentration of 15.6 μg/mL.

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ACKNOWLEDGMENTS

The authors express their gratitude to the Collective Spectral Analytical Center for Physical Chemical Research on the Structure, Properties, and Composition of Substances and Materials, Kazan Research Center, Russian Academy of Sciences, for technical support of the present study.

Funding

The work was supported by the Priority-2030 strategic academic leadership program, Kazan (Volga Region) Federal University.

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Authors and Affiliations

  1. Kazan (Volga region) Federal University, 420008, Kazan, Russia

    A. V. Bogdanov

  2. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, 420088, Kazan, Russia

    A. D. Voloshina, A. P. Lyubina, S. K. Amerkhanova & V. F. Mironov

  3. Yeltsin Ural Federal University, 620002, Yekaterinburg, Russia

    T. V. Glukhareva

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  1. A. V. Bogdanov
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  2. A. D. Voloshina
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  3. A. P. Lyubina
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  4. S. K. Amerkhanova
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  5. T. V. Glukhareva
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  6. V. F. Mironov
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Correspondence to A. V. Bogdanov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 8, pp. 777–786 https://doi.org/10.31857/S0514749222080018.

In memory of Academician A.I. Konovalov

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Bogdanov, A.V., Voloshina, A.D., Lyubina, A.P. et al. Sterically Hindered Phenolic Isatin Derivatives Containing a DABCO Fragment: Synthesis and Antimicrobial Activity Testing. Russ J Org Chem 58, 1067–1075 (2022). https://doi.org/10.1134/S1070428022080012

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