Theoretical and antimicrobial activity study for ethyl{4-[3-(1H-imidazole-1-yl)propyl]-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetate

SÜLEYMANOĞLU N., ÜNVER Y., Ustabas R., DİREKEL Ş., ALPASLAN Y. B.

SPECTROSCOPY LETTERS, cilt.50, sa.2, ss.96-101, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 50 Sayı: 2
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1080/00387010.2017.1287098
  • Dergi Adı: SPECTROSCOPY LETTERS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.96-101
  • Anahtar Kelimeler: 1,2,4-triazol, antibacterial and antifungal activity, DFT calculations, HOMO-LUMO, NMR and FTIR spectroscopies, CRYSTAL-STRUCTURE, SPECTROSCOPIC CHARACTERIZATION, MOLECULAR-STRUCTURE, AGENTS, IR
  • Gazi Üniversitesi Adresli: Evet

Özet

Ethyl{4-[3-(1H-imidazole-1-yl)propyl]-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}-acetate (I) was synthesized as described in the literature and studied by proton and carbon-13 nuclear magnetic resonance, Fourier transform infrared spectroscopic techniques. Theoretical calculations were performed by the density functional method with 6-311G(d,p) and 6-311++G(d,p) basis sets. Structural parameters of compound I, vibrational frequencies, and chemical shift values were determined. The antimicrobial activity of compound I was tested for seven standard bacteria; Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Yersinia enterocolitica, Listeria monocytogenes, Shigella flexneri, Pseudomonas aeruginosa, and one standard fungi isolate by microdilution broth assay with Alamar Blue Dye. The in vitro results show that compound I has antimicrobial activity against to two standard bacteria, Shigella flexneri and Listeria monocytogenes. And also, the antifungal activity was not detected against selected fungi isolate, Candida tropicalis.