Synthesis and Antimicrobial Activity of Some Piperid-4-one Derivatives against Bacterial Strains

Abstract

A novel compound 2-(2-ethoxyphenyl)-5-hydroxy-1-(2-hydroxyethyl)-5-methyl piperidin-4-one (II) has been synthesized by a previously well-known reaction between (E)-3-(2-ethoxyphenyl)-1-(2-methyloxiran-2-yl)prop-2-en-1-one (I) and ethanol amine. The compound was used to synthesize (Z)-2-((2S,5S)-2-(2-ethoxyphenyl)-5-hydroxy-1-(2-hydroxyethyl)-5-methylpiperidin-4-ylidene)hydrazine-1-carbothioamide (III) through con­den­sation with thiosemicarbazide in acidic medium. Structures were confirmed by spectral data (IR,¹H-NMR and LC-MS). Potential antimicrobial efficiency of the newly synthesized piperidin-4-one derivatives was studied against a Gram-positive bacterial strain (Staphylococcus aureus) and a Gram-negative bacterial strain (Enterobacter sp.) applying the agar dilution method. The results showed that compound (III) has a higher antimicrobial activity than compound (II).