Ammonium‐Charged Sterically Hindered Phenols with Antioxidant and Selective Anti‐Gram‐Positive Bacterial Activity

Abstract

The increase in the resistance of pathogens, in particular Staphylococcus aureus, to the action of antibiotics necessitates the search for new readily available and non-toxic drugs. In solving this problem, phenolic acylhydrazones have high potential. In this communication, the synthesis of quaternary ammonium compounds containing a differently substituted phenolic moiety has been performed. An initial study of antimicrobial activity showed that these compounds are highly selective against S. aureus and B. cereus. The highest activity (MIC 2.0 μM) was shown by hydrazones containing a catechol fragment. These compounds are more than 3-fold more active against S. aureus and 3 -10-fold more active against B. cereus than norfloxacin. Low hemolytic and high antioxidant activities of all new compounds were also established.

Advances in the Synthesis of Biologically Active Quaternary Ammonium Compounds

“…Bogdanov and coworkers developed a method for the synthesis of antimicrobial QA acylhydrazones [77,[108][109][110][111] containing the quinuclidine analogue, i.e., 1,4-diazabicyclo[2.2.2] octane (DABCO). QACs 37a,b were synthesized in the condensation reactions of N-substituted isatin with hydrazides (Scheme 22) in good to excellent yields (73-96%).…”