Synthesis and Antimicrobial Activity Evaluation of Ammonium Acylhydrazones Based on 4,6-Di-tert-butyl-2,3-dihydroxybenzaldehyde
A. V. Bogdanova, *, S. V. Bukharovb, R. A. Garifullinab, A. D. Voloshinac, A. P. Lyubinac, S. K. Amerkhanovac, M. S. Bezsonovad, Z. Yu. Khaptsevd, and O. M. Tsivilevae
aKazan (Volga Region) Federal University, Kazan, 420008 Russia
bKazan National Research Technological University, Kazan, 420015 Russia
cA. E.Arbuzov Institute of Organic and Physical Chemistry, Federal Reseatch Center “Kazan Scientific Center of the Russian Academy of Sciences”, Kazan, 420088 Russia
dSaratov State Vavilov Agrarian University, Saratov, 410005 Russia
eInstitute of Biochemistry and Physiology of Plants and Microorganisms, Federal Research Center “Saratov Scientific Center of the Russian Academy of Sciences”, Saratov, 410049 Russia
email: *abogdanov@inbox.ru
Received 16 March, 2022
Abstract—
The condensation reaction of 4,6-di-tert-butyl-2,3-dihydroxybenzaldehyde with some ammonium acetohydrazides yielded water-soluble acylhydrazones with different structures of the cationic center. It was shown that in relation to Staphylococcus aureus, Bacillus cereus and Enterococcus faecalis, trimethylammonium chloride derivative exhibits activity at or above the level of comparison drugs, norfloxacin and chloramphenicol, respectively. The resulting compounds do not have a toxic effect on erythrocytes and normal human liver cells. The high activity of diethylmethylammonium acylhydrazone against the formation of biofilms formed by clinical staphylococci strains was shown for the first time. The high efficiency of new compounds in inhibiting the growth of phytopathogens of bacterial and fungal origin was established.
Keywords:
phenols,
ammonium salts,
phytopathogens,
hydrazones,
antimicrobial activity,
biofilms
DOI: 10.1134/S1070363222100012