Synthesis and Characterization of Some New Heteroaromatic Compounds Having Chirality Adjacent to a 1,3,4-Thiadiazole Moiety and Their Antimicrobial Activities

GÜR M., ŞENER N., Kastas C. A., ÖZKAN O. E., MUĞLU H., Elmaswari M. A. M.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.54, no.6, pp.3578-3590, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 54 Issue: 6
  • Publication Date: 2017
  • Doi Number: 10.1002/jhet.2984
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.3578-3590
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

Through a cyclization reaction of 2-phenylbutyric acid with N-phenylthiosemicarbazide and POCl3, novel 1,3,4-thiadiazole derivatives were synthesized. Their structures were confirmed using IR, H-1 NMR, and C-13 NMR spectroscopies and elemental analysis. The antibacterial activities of the obtained 1,3,4-thiadiazole derivatives were tested against Gram-negative bacteria (Salmonella enteritidis, Salmonella typhimurium, Enterobacter aerogenes, Salmonella infantis, Salmonella kentucky, and Escherichia coli) and Grampositive bacteria (Staphylococcus aureus, Bacillus subtilis, and Enterococcus durans) using a disk diffusion method. Moreover, an antifungal activity experiment was performed against Candida albicans using the disk diffusion method. It was observed that the synthesized 1,3,4-thiadiazole derivatives exhibited effective antimicrobial activity against S. aureus, E. coli, and C. albicans. Based on these results, the 1,3,4-thiadiazole derivatives can be considered as a source of bioactive agents for pharmacological and medicinal applications.