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, cilt.46, sa.3, ss.890-921, 2022 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 46 Sayı: 3
  • Basım Tarihi: 2022
  • Doi Numarası: 10.55730/1300-0527.3377
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.890-921
  • Anahtar Kelimeler: Synthesis, antioxidant activity, pyrrole-benzimidazole, molecular docking, lipid peroxidation, LIPID PEROXIDE FORMATION, MIXED-FUNCTION OXIDASES, BINDING, 3-METHYLCHOLANTHRENE, INHIBITION, MECHANISMS, DESIGN, INDOLE, SERIES
  • Ankara Üniversitesi Adresli: Evet

Özet

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.