Antimicrobial effect of para-alkoxyphenylcarbamic acid esters containing substituted N-phenylpiperazine moiety

Abstract

In current research, nine basic esters of para-alkoxyphenylcarbamic acid with incorporated 4-(4-fluoro-/3-trifluoromethylphenyl)piperazin-1-yl fragment, 6i–6m and 8f–8i, were screened for their in vitro antimicrobial activity against Candida albicans, Staphylococcus aureus and Escherichia coli, respectively. Taking into account the minimum inhibitory concentration assay (MIC), as the most active against given yeast was evaluated 8i (MIC = 0.20 mg/mL), the most lipophilic structure containing para-butoxy and trifluoromethyl substituents. Investigating the efficiency of the compounds bearing only a single atom of fluorine and appropriate para-alkoxy side chain against Candida albicans, the cut-off effect was observed. From evaluated homological series, the maximum of the effectiveness was noticed for the stucture 6 k (MIC = 0.39 mg/mL), containing para-propoxy group attached to phenylcarbamoyloxy fragment, beyond which the compounds ceased to be active. On the contrary, all the tested molecules were against Staphylococcus aureus and Escherichia coli (MICs > 1.00 mg/mL) practically inactive.

Synthesis and Antimicrobial Evaluation of 1-[(2-Substituted phenyl)carbamoyl]naphthalen-2-yl Carbamates

“…The properties of the amide and the carbamate moieties can easily be modified by various substitutions [20,21]. Therefore, the reason for the widespread occurrence of amides and carbamates among new biologically active compounds is obvious [22,23,24,25,26,27,28,29,30,31,32,33,34,35,36].…”

In vitro Antimicrobial Evaluation of Ortho-/meta-Alkoxyphenylcarbamic acid esters containing 4-(Pyrimidin-2-yl)piperazin-1-yl Moiey

“…9 The respective tested molecules were dissolved in dimethylsulfoxide (DMSO; Merck, Germany) due to their very limited solubility in distilled water. Standard suspension of bacteria was prepared from their 24 h cultures which were cultivated on a blood agar (Gram-positive bacteria) and Endo agar (Gram-negative bacteria).…”