Pyridoxonium salts of chiral and cyclic dithiophosphoric and bisdithiophosphonic acids and their antimicrobial activities

Abstract

© 2020 Taylor & Francis Group, LLC. Pyridoxonium salts of chiral linear and cyclic dithiophosphoric acids were obtained by the reactions of pyridoxine with bis{2-О-[2-methyl-(2S)-3-O-propionyl]}, bis{2-О-[1,4-О,О-dimethyl-(2S)-succinyl]}, and O,O-di-2-butyl dithiophosphoric acids, and cyclic dithiophosphoric acids of 1,3,2-dioxaphosphorinane, 1,3,2-dioxaphospholane, and 1,3,2-dioxaphosphepin structure. Syntheses of acetonide pyridoxonium О,О-dimenthyl dithiophosphates were carried out by the reaction of seven-membered pyridoxine acetonide with О,О-dimenthyl dithiophosphoric acids obtained from (–)-(1 R,2S,5R)-menthol and (+)-(1S,2R,5S)-menthol. Diacetonide pyridoxonium bisdithiophosphonate was also prepared. The antibacterial and antifungal activities of pyridoxonium chiral linear and cyclic dithiophosphates were evaluated.