Popis: |
Quaternary ammonium compounds (QACs) are known for their potent antimicrobial activity, however, new data show that environmental bacteria developed resistance pointing to the importance for new QACs discovery. Our previous studies have shown that quaternary salts of heterocyclic derivatives, 3- substituted quinuclidine and benzylimidazole, have good antimicrobial activity acting on the bacterial membrane and binding to DNA. Led by these findings, we used pyridinium-4-aldoxime as biologically active heterocyclic precursor known for its antidote application. For reactions of quaternization we used different aryl/alkyl bromides obtaining corresponding QACs in very good yields. New compounds were tested against a panel of pathogenic Gram-positive and Gram-negative bacteria including standard benzyldodecyldimetylammonium bromide (BAB). Preliminary data show that quaternization of pyridinium-4-aldoxime significantly affect its antimicrobial activity irrespective of the quaternization agent. Also, all QACs obtained with alkyl reagents show lower MIC values for both Gram negative and positive bacteria, however observed values (312 µg/mL) were 100-fold higher than for BAB (2 µg/mL). Regardless, refinement of these structures, using other reagent(s) for quaternization might lead to better biological activities of pyridinium-4-aldoxime. |