Design, molecular docking and synthesis of novel 5,6-dichloro-2-methyl-1H-benzimidazole derivatives as potential urease enzyme inhibitors

Mentese E., Emirik M., Sokmen B. B.

BIOORGANIC CHEMISTRY, cilt.86, ss.151-158, 2019 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 86
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1016/j.bioorg.2019.01.061
  • Dergi Adı: BIOORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.151-158
  • Anahtar Kelimeler: Benzimidazole, Urease inhibition, Docking study, Triazole, JACK BEAN UREASE, BENZIMIDAZOLE DERIVATIVES, ALPHA-GLUCOSIDASE, BEARING TRIAZOLE, ANTIOXIDANT, OXADIAZOLE, RIBONUCLEOSIDES, HETEROCYCLES, THIADIAZOLE, DRUGS
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

A novel series of 5,6-dichloro-2-methyl-1H-benzimidazole derivatives was synthesized and then screened for their urease inhibitory activity. All compounds showed more potent inhibitory activity in the range of IC50= 0.0294 +/- 0.0015-0.1494 +/- 0.0041 mu M than thiourea (IC50= 0.5117 +/- 0.0159 mu M), as a reference inhibitor. Among all the tested compounds, the compound 15 (IC50= 0.0294 +/- 0.0015 mu M) having strong electron-withdrawing nitro group on the phenyl ring was recorded as the most potent inhibitor of urease. All compounds were docked at the active sites of the Jack bean urease enzyme to investigate the reason of the inhibitory activity and the possible binding interactions of enzyme-ligand complexes.