Synthesis, molecular docking, in silico ADME and antimicrobial activity studies of some new benzimidazole-triazole derivatives

Evren A. E., Çelik İ., Çevik U. A.

Cumhuriyet Science Journal, vol.42, no.4, pp.795-805, 2021 (Peer-Reviewed Journal)

  • Publication Type: Article / Article
  • Volume: 42 Issue: 4
  • Publication Date: 2021
  • Doi Number: 10.17776/csj.1014986
  • Journal Name: Cumhuriyet Science Journal
  • Journal Indexes: Directory of Open Access Journals, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.795-805
  • Erciyes University Affiliated: Yes


In this study, new benzimidazole-triazole derivatives were synthesized in two steps. First, 4-benzaldehyde derivatives are synthesized by reacting 1,2,4-triazole ring and 4-fluorobenzaldehyde. In the last step, the benzimidazole ring was obtained with o-phenylenediamine derivatives under microwave radiation. The structures of synthesized compounds were confirmed by 1 H-NMR, 13 C-NMR, infrared spectroscopy, mass spectroscopy, and elemental analysis. Antimicrobial activity of synthesized compounds is associated with six different types of bacteria (Escherichia coli ATCC 35218, E.coli ATCC 25922, Klebsiella pneumoniae NCTC 9633, Pseudomonas aeruginosa ATCC 27853, Salmonella typhimurium ATCC 13311, Staphylococcus aureus ATCC 25923), and four different Candida (C. albicans ATCC 24433, C. glabrata ATCC 90030, C. krusei ATCC 6258, C. parapsilosis ATCC 22019). Synthesized compounds showed weak antibacterial activity. However, 3a, 3b, and 3c compounds against C. albicans of the Candida species were found to show promising activity. Given the effect of substituents on antifungal activity, it is seen that the compounds 3a, 3b, and 3c carry chlorine, methyl, and fluoro substituents on the benzimidazole ring attract attention with higher activities. Molecular docking studies of 3a, 3b, and 3c were performed Schrödinger Glide XP against Candidas' sterol 14-alpha demethylase (CYP51), and estimated ADME calculations were analyzed.