Synthesis of new benzimidazole derivatives containing 1,3,4-thiadiazole: their in vitro antimicrobial, in silico molecular docking and molecular dynamic simulations studies

Cevik U., Isik A., Evren A. E., Kapusiz O., Gul U. D., Ozkay Y., ...Daha Fazla

SAR AND QSAR IN ENVIRONMENTAL RESEARCH, cilt.33, sa.11, ss.899-914, 2022 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 33 Sayı: 11
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1080/1062936x.2022.2149620
  • Dergi Adı: SAR AND QSAR IN ENVIRONMENTAL RESEARCH
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, Chemical Abstracts Core, EMBASE, Environment Index, MEDLINE, Pollution Abstracts, Veterinary Science Database
  • Sayfa Sayıları: ss.899-914
  • Anahtar Kelimeler: Benzimidazole, 1, 3, 4-thiadiazole, antimicrobial, molecular docking, molecular dynamic, ANTIBACTERIAL ACTIVITY, BIOLOGICAL EVALUATION, DISCOVERY, DESIGN, SAR
  • Anadolu Üniversitesi Adresli: Evet

Özet

A series of some new benzimidazole-1,3,4-thiadiazoles was synthesized. The structures of target substances were confirmed by using H-1-NMR and C-13-NMR spectroscopy, mass spectrometry and elemental analysis. The synthesized compounds were evaluated for antimicrobial activity against six bacterial strains namely Escherichia coli (ATCC 25922), Klebsiella pneumoniae (ATCC 13883), Pseudomonas aeruginosa (ATCC 27853), Enterococcus faecalis (ATCC 2942), Bacillus subtilis (ATCC 6633), Staphylococcus aureus (ATCC 29213)and four fungal strains namely Candida albicans (ATCC 24433), Candida krusei (ATCC 6258), Candida parapsilosis (ATCC 22019) and Candida glabrata (ATCC 9). Antimicrobial data revealed that compounds 4f and 4i with MIC of < 0.97 mu g/mL were found to be most effective against E. coli. Among the studied molecules, compounds 4f and 4i showed the best antifungal activity with MIC value of 1.95 mu g/mL. Additionally, docking studies were performed towards the most promising compounds 4f and 4i, in the active site of DNA gyrase revealing strong interactions. A molecular dynamics (MD) simulation analysis was also used to investigate the dynamic nature, binding interaction, and protein-ligand stability.