Synthesis and Disinfection Effect of the Pyridine-4-aldoxime Based Salts

Molecules

Jan Marek¹  David Malinak²  Rafael Dolezal²  Ondrej Soukup²  Marketa Pasdiorova³  Martin Dolezal¹  Kamil Kuca² 

[1] Department of Medicinal Chemistry and Drug Analysis, Faculty of Pharmacy, Charles University in Prague, Heyrovskeho 1203, Hradec Kralove 500 05, Czech Republic; E-Mails:;Biomedical Research Centre, University Hospital Hradec Kralove, Sokolska 581, Hradec Kralove 500 05, Czech Republic; E-Mails:;Department of Epidemiology, Faculty of Military Health Sciences, University of Defence, Trebesska 1575, Hradec Kralove 500 01, Czech Republic; E-Mail:

关键词: pyridinium-4-aldoxime salts;    synthesis;    analysis;    antimicrobial activity;    surfactants;    cytotoxicity;   

DOI  :  10.3390/molecules20033681

来源: mdpi

【 摘 要 】

A set of new quaternary ammonium compounds based on pyridine-4-aldoxime was synthesized, characterized with analytical data (NMR, EA, HPLC, MS) and tested for in vitro antimicrobial activity (antibacterial, antifungal) and cytotoxicity. Quaternary pyridinium-4-aldoxime salts with length of alkyl side chain from C8 to C20 and belonging to the group of cationic surfactants were investigated in this work. An HPLC experimental protocol for characterization of mixtures of all homologues has been found. Antimicrobial evaluation found that yeast-type fungi were most sensitive towards C₁₄ and C₁₆ analogues, whereas the C₁₆ analogue was completely ineffective against filamentous fungi. Antibacterial assessment showed versatility of C₁₄ and relatively high efficacy of C₁₆ against G+ strains and C₁₄ against G− strains. Notably, none of the studied compounds exceeded the efficacy and versatility of the benzalkonium C₁₂ analogue, and benzalkonium analogues also exhibited lower cytotoxicity in the cell viability assay.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.