Antimicrobial activity of novel 1-[(2,4-(di-tert-butylphenoxy))-3-dialkylamino-2-propanol] derivatives

Abstract

Introduction. The microbial biofilm-forming ability is one of the major aspects of the emerging issue of antibiotic resistance, which makes them tolerant to antibiotics and host defense systems and other external stresses, thus contributing to persistent chronic infections. A series of relevant studies confirmed the high efficiency of aminopropanol derivatives as potential antibacterial and antifungal agents. This present study was aimed to evaluate the antimicrobial activity of new 1-[(2,4-(di-tert-butylphenoxy))-3-dialkylamino-2-propanol] derivatives on the planktonic bacterial/fungal cells and biofilms. Material and methods. The minimum inhibitory concentrations (MIC) of the new compounds were determined by a standard method, along with their effects on biofilms estimated via the gentian violet adsorption-desorption assay. Results. The КVM-219 compound showed the most pronounced effect on planktonic bacterial and fungal cells. The MIC values ranged between 0.78 μg/mL to 12.5 μg/mL, depending on the microbial strain. The KVM-316 compound exhibited the strongest inhibitory effect on biofilms, thus preventing their formation by S. aureus (96.1%), E. coli (57.2%), and P. aeruginosa (96.1%). Conclusions. The 15 newly synthesized 1-[(2,4-(di-tert-butylphenoxy))-3-dialkylamino-2- propanol] derivatives revealed marked antibacterial and antifungal effects on planktonic microorganisms. Most of these compounds showed a strain-specific inhibition of biofilm formation by at least 50% for S. aureus 222, E. coli 311, P. aeruginosa 449 and C. glabrata 404 strains.

1-[(2,4(di-terț-butylphenoxy))-3-dialkylamino-2-propanol] asupra celulelor planctonice bacteriene/fungice și asupra biofilmelor. Material și metode. Concentrațiile minime inhibitorii (CMI) ale compușilor noi au fost determinate printr-o metodă standard, activitatea antibiofilm a fost testată prin absorbția violetului de gențiană pe structuri formate pe plăci de polistiren, urmată de resolubilizare cu solvent organic și resazurină ca indicator redox. Rezultate. Efectul cel mai pronunțat asupra celulelor planctonice bacteriene și fungice l-a demonstrat compusul КVM - 219, CMI 0,67 μg/ml - 12,5 μg/ml, în funcție de microorganism, iar asupra biofilmelor - compusul KVM-316. KVM-316 a prevenit formarea biofilmelor de către S. aureus (96,1%), E. coli (57,2%) și P. aeruginosa (96,1%). Concluzii. Cei 15 derivați nou sintetizați ai 1-[(2,4-(di-tert-butylphenoxy))-3-dialkylamino-2-propanol] au prezentat efecte antibacteriene și antifungice pronunțate asupra microorganismelor planctonice. Majoritatea acestor compuși au inhibat în mod specific formarea biofilmelor de către tulpinile clinice S. aureus 222, E. coli 311, P. aeruginosa 449 și C. glabrata 404 cu cel puțin 50%.