Pyridine alkaloid derivatives of dithiophosphoric acids and their antimicrobial evaluation

Abstract

© 2020 Chemical Publishing Co.. All rights reserved. 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.