Contribution to antimicrobial profile investigation of phenylcarbamic acid derivatives containing substituted n-phenylpiperazine fragment

Authors:Ivan Malíka, Marián Bukovský, Tomáš Goněcc, Jozef Csöllei
Int J Biol Med Res. 2012; 3(4): 2531-2534  |  PDF File


The set of new original, higly lipophilic basic esters of phenylcarbamic acid containing 4-(2-fluoro-/4-fluorophenyl)piperazin-1-yl moiety, labelled as 1–12, was screened for in vitro antimicrobial activity against Escherichia coli, Candida albicans and Staphylococcus aureus, respectively. Following the minimum inhibitory concentration (MIC) assay by microdilution method, all tested molecules were against S. aureus, E. coli as well as C. albicans practically inactive. The study has revealed that the position of carbamate group have appeared to be the most notable factor which decisively influence the activity of tested compounds in the comparison with the importance of electronic or hydrophobic interactions induced by the substitution at the N-phenylpiperazine ring. Additionally, the lipophilicity rising had been regarded as relevant but not ultimate aspect for the effectiveness of these molecules. Finally it can be concluded that mandatory requirement for the activity maintenance against investigated bacterial strains as well as a yeast there had been direct binding of carbamate group and present connecting chain in the molecule of such phenylcarbamic acid derivatives no matter the type of the substituent attached in hydrophilic part.