Open AccessPyridine Alkaloid Derivatives of Dithiophosphoric Acids and Their Antimicrobial Evaluation
Author(s) -
И. С. Низамов,
Ildus D. Timushev,
Ramazan Z. Salikhov,
I. S. Nizamov,
Yevgeniy N. Nikitin,
Marina P. Shulaeva,
О. К. Поздеев,
Tatyana Yu. Voznesenskaya,
Э. С. Батыева,
Р. А. Черкасов
Publication year - 2019
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2020.22381
Subject(s) - chemistry , pyridine , antimicrobial , carboxylate , organic chemistry , medicinal chemistry , stereochemistry
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 onthe 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.