Design, Synthesis, in Vitro and in Silico Studies of Benzimidazole-Linked Oxadiazole Derivatives as Anti-inflammatory Agents

ÇELİK İ., Sarıaltın S. Y., ÇOBAN T., KILCIGİL G.

ChemistrySelect, vol.7, no.28, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 7 Issue: 28
  • Publication Date: 2022
  • Doi Number: 10.1002/slct.202201548
  • Journal Name: ChemistrySelect
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Keywords: Benzimidazole, oxadiazole, anti-inflammatory, molecular docking, dynamics simulations
  • Kayseri University Affiliated: No

Abstract

© 2022 Wiley-VCH GmbH.In this study, 24 new benzimidazole-oxadiazole hybrids were designed and synthesized as anti-inflammatory agents. It was measured their stabilizing potentials against heat-induced human erythrocyte membrane hemolysis for anti-inflammatory activity. Compound 5 w bearing cyclohexyl as R2 group at the 2nd position of oxadiazole ring and 3,4-dimethoxy phenyl at the 2nd position of benzimidazole showed the highest membrane stabilizing activity with IC50= 0.50 mM. Antioxidant activity screening of compounds synthesized by ABTS and DPPH radical scavenging assay methods was performed. Molecular docking studies of all compounds were performed against COX-1 and COX-2 with Glide XP. Moreover, to examine the protein-ligand stability of the most active compound 5 w, molecular dynamics simulations of 100 ns duration were performed with COX-1 and COX-2 using Gromacs.