Synthesis, antioxidant activity, molecular docking and ADME studies of novel pyrrole-benzimidazole derivatives

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Zengin Karadayi F., Basaran R., Kişla M. M., Eke B., Alagöz Z.

TURKISH JOURNAL OF CHEMISTRY, vol.46, no.3, pp.890-921, 2022 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 46 Issue: 3
  • Publication Date: 2022
  • Doi Number: 10.55730/1300-0527.3377
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.890-921
  • Keywords: Synthesis, antioxidant activity, pyrrole-benzimidazole, molecular docking, lipid peroxidation, LIPID PEROXIDE FORMATION, MIXED-FUNCTION OXIDASES, BINDING, 3-METHYLCHOLANTHRENE, INHIBITION, MECHANISMS, DESIGN, INDOLE, SERIES
  • Ankara University Affiliated: Yes

Abstract

Several 5-(alkylsulfonyl)-1-substituted-2-(1H-pyrrol-2-yl)-1H-benzo[d]imidazole derivatives were synthesized and their antioxidant activities were investigated using lipid peroxidation (LPO) and 7-ethoxyresorufin O-deethylase (EROD) assays. Docking analysis with Human NAD[P]H-Quinone oxidoreductase 1 (NQO1) was also performed to gather thorough information about these compounds that have antioxidant activities. Moreover, their molecular descriptors and ADME properties were calculated using the SwissADME online program. As a result, most of our compounds possessed better affinity and created ample interactions with NQO1. The most potent compound 5j had LP inhibition value of 3.73 nmol/mg/min. Other compounds exhibited moderate activity on LP levels comparing to standard butylated hydroxy toluene (BHT). However, the inhibitory effect on EROD activity was not significant.