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Vol. 32 No. 2 (2020): Vol 32 Issue 2

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Pyridine Alkaloid Derivatives of Dithiophosphoric Acids and Their Antimicrobial Evaluation

https://doi.org/10.14233/ajchem.2020.22381%20
Ilyas S. Nizamov
A.M. Butlerov Chemical Institute, Kazan Federal University, Kazan, Russia; Federal State Budgetary Institution of Science Federal Research Center "Kazan Scientific Center of Russian Academy of Sciences", Kazan, Russia
https://orcid.org/0000-0002-2058-773X
Ildus D. Timushev
A.M. Butlerov Chemical Institute, Kazan Federal University, Kazan, Russia
Ramazan Z. Salikhov
Federal State Budgetary Institution of Science Federal Research Center "Kazan Scientific Center of Russian Academy of Sciences", Kazan, Russia
Ilnar D. Nizamov
A.M. Butlerov Chemical Institute, Kazan Federal University, Kazan, Russia
Yevgeniy N. Nikitin
Federal State Budgetary Institution of Science Federal Research Center "Kazan Scientific Center of Russian Academy of Sciences", Kazan, Russia
Marina P. Shulaeva
Department of Microbiology, Kazan State Medical Academy, Kazan, Russia
Oscar K. Pozdeev
Department of Microbiology, Kazan State Medical Academy, Kazan, Russia
Tatyana Yu. Voznesenskaya
D.N. Pryanishnikov All-Russian Scientific Research Institute of Agrochemistry, Moscow, Russia
Elvira S. Batyeva
Federal State Budgetary Institution of Science Federal Research Center "Kazan Scientific Center of Russian Academy of Sciences", Kazan, Russia
Rafael A. Cherkasov
A.M. Butlerov Chemical Institute, Kazan Federal University, Kazan, Russia

Corresponding Author(s) : Ilyas S. Nizamov

isnizamov@mail.ru

Asian Journal of Chemistry, Vol. 32 No. 2 (2020): Vol 32 Issue 2

Abstract

A new series of (S)-(–)-nicotinium salts of cyclic dithiophosphoric acids were synthesized by the reactions of 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane and 4-methyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane with (S)-(–)-nicotine. Picolinic and nicotinic acids and potassium pyridine-3-carboxylate reacted with O,O-diterpenyl dithiophosphoric acids on the basis of (1R)-endo-(+)-fenchyl alcohol and (S)-(–)-menthol to afford the corresponding 2-carboxypyridinium, 3-carboxypyridinium and potassium pyridinium-3-carboxylate dithiophosphates. The antibacterial and antifungal activity of (S)-(–)-nicotinium 4-methyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane and salts of O,O-diterpenyl dithiophosphoric acids on the basis of nicotine and nicotinamide were evaluated.

Keywords

Nicotine Nicotinic acid Picolinic acid Dithiophosphoric acids Antimicrobial
Nizamov, I. S., Timushev, I. D., Salikhov, R. Z., Nizamov, I. D., Nikitin, Y. N., Shulaeva, M. P., … Cherkasov, R. A. (2019). Pyridine Alkaloid Derivatives of Dithiophosphoric Acids and Their Antimicrobial Evaluation. Asian Journal of Chemistry, 32(2), 329–334. https://doi.org/10.14233/ajchem.2020.22381
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