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Journal of Molecular Structure
Vol. 1174, 2018, Pages: 151-159


Synthesis and characterization of 1,3,4-thiadiazole compounds derived from 4-phenoxybutyric acid for antimicrobial activities

Halit Muglu, Nesrin Sener, Hamza Ahmed Mohammad Emsaed, Sevil Özkinali, Osman Emre Özkan, Mahmut Gür

Department of Chemistry, Faculty of Science and Literature Kastamonu University, Kastamonu, Turkey.

Abstract

New 1,3,4-thiadiazole compounds were synthesized through the cyclization reaction of 4-phenoxybutyric acid and N-phenylthiosemicarbazide derivatives with phosphorous oxychloride. The structures of 1,3,4-thiadiazole compounds (I–XII) were clarified using spectroscopic methods such as FT-IR, 1H NMR, and 13C NMR. Moreover, their antibacterial activities were tested against gram negative bacteria (Salmonella enteritidisSalmonella typhimuriumEnterobacter aerogenesSalmonella infantisSalmonella kentuckyEscherichia coli) and gram positive bacteria (Staphylococcus aureusBacillus subtilisEnterococcus durans) using a disk diffusion method. An antifungal activity experiment was further carried out against Candida albicans using the disk diffusion method. While these compounds presented antibacterial activity against Saureus, they did not show antimicrobial activity against gram negative (E. coli, E. aerogenes, S. kentucky, S. enteritidis, S. typhimurium, S. infantis) and gram positive (B. subtilis) bacteria, and the fungi Calbicans.

Graphical abstract

Keywords: 1,3,4-Thiadiazole, Antimicrobial activity, IR and NMR spectroscopies.

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