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Atropinium dithiophosphates and dithiophosphonates on the basis of α-D-glucofuranose and α-D-galactopyranose diacetonide scaffolds

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Abstract

Optically active dithiophosphoric and dithiophosphonic acids bearing glucofuranose and galactopyranose diacetonide substituents reacted with racemic atropine to give atropinium dithiophosphates or dithiophosphonates as the mixture of diastereomers. Dithiophosphoric and dithiophosphonic acids and their atropinium salts possess antimicrobial activity.

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SYNOPSIS: Optically active dithiophosphoric and dithiophosphonic acids bearing α-D-glucofuranose and α-D-galactopyranose diacetonide substituents reacted with racemic atropine to give atropinium dithiophosphates or dithiophosphonates as the mixture of diastereomers. Dithiophosphoric and dithiophosphonic acids and their atropinium salts possess antimicrobial activity.

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Acknowledgements

This paper has been supported by the Kazan Federal University Strategic Academic Leadership Program (“PRIORITY-2030”) and the Russian Foundation for Basic Research (grants no. 18-415-160012-p_Volga Region_a). The authors are grateful to the staff of the Distributed Spectral-Analytical Center of Shared Facilities for Study of Structure, Composition, and Properties of Substances and Materials of Federal Research Center of Kazan Scientific Center of Russian Academy of Sciences for their research and assistance in discussing the results.

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Correspondence to Ilyas S Nizamov.

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Nizamov, I.S., Shumatbaev, G.G., Nizamov, I.D. et al. Atropinium dithiophosphates and dithiophosphonates on the basis of α-D-glucofuranose and α-D-galactopyranose diacetonide scaffolds. J Chem Sci 135, 104 (2023). https://doi.org/10.1007/s12039-023-02224-8

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  • DOI: https://doi.org/10.1007/s12039-023-02224-8

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