Pyridine Alkaloid Derivatives of Dithiophosphoric Acids and Their Antimicrobial Evaluation

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.

Nematicidal activity of menthol and its dithiophosphoric derivatives

“…Our research group curries out systematic research on the creation of biologically active drugs based on dithiophosphoric acids and their salts using nitrogenous organic compounds [21][22][23][24], many of these acids were obtained from monoterpene alcohols. We assumed that dithiophosphoric acids obtained from enantiomerically pure menthols and their salts can be of interest for studying nematicidal activity.…”