TY - JOUR
T1 - Design, synthesis, and bioactivity investigation of novel benzimidazole derivatives as potent urease inhibitors
AU - Saeedian Moghadam, Ebrahim
AU - Al-Sadi, Abdullah Mohammed
AU - Talebi, Meysam
AU - Amanlou, Massoud
AU - Amini, Mohsen
AU - Abdel-Jalil, Raid
N1 - Funding Information:
This research was funded by His Majesty Trust Fund, grant [number SR/SCI/CHEM/19/01], and by the Research Council of Tehran University of Medical Sciences.
Publisher Copyright:
© 2021 Taylor & Francis Group, LLC.
PY - 2022
Y1 - 2022
N2 - Herein, we synthesized a series of novel benzimidazole derivatives 5a–k and screened their bioactivity as potent urease inhibitors. The structure of the 5a–k was elucidated using spectroscopic technics (1H-NMR, 13C-NMR, MS), elemental analysis, and melting point. The urease inhibition activity was evaluated using the urease enzyme inhibition kit. All 5a–k, except 5d, showed higher urease inhibition activity (0.77 to 6.25 µM) in comparison to thiourea and hydroxyurea as standard (IC50: 22 and 100 µM respectively). 5c and 5j exhibited the best activity with the IC50 value of 0.77 and 1.26 µM respectively. A molecular docking study showed the mode of interactions between the most active compound and enzyme active site. To investigate the cytotoxicity profile of the target compounds, an MTT assay was done on two different cell lines which showed all 5a–k have IC50 values higher than 50 µM on both tested cell lines.
AB - Herein, we synthesized a series of novel benzimidazole derivatives 5a–k and screened their bioactivity as potent urease inhibitors. The structure of the 5a–k was elucidated using spectroscopic technics (1H-NMR, 13C-NMR, MS), elemental analysis, and melting point. The urease inhibition activity was evaluated using the urease enzyme inhibition kit. All 5a–k, except 5d, showed higher urease inhibition activity (0.77 to 6.25 µM) in comparison to thiourea and hydroxyurea as standard (IC50: 22 and 100 µM respectively). 5c and 5j exhibited the best activity with the IC50 value of 0.77 and 1.26 µM respectively. A molecular docking study showed the mode of interactions between the most active compound and enzyme active site. To investigate the cytotoxicity profile of the target compounds, an MTT assay was done on two different cell lines which showed all 5a–k have IC50 values higher than 50 µM on both tested cell lines.
KW - Bioassay
KW - MTT
KW - benzimidazole
KW - synthesis
KW - urease inhibitors
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U2 - 10.1080/00397911.2021.2001661
DO - 10.1080/00397911.2021.2001661
M3 - Article
AN - SCOPUS:85120698982
SN - 0039-7911
VL - 52
SP - 106
EP - 116
JO - Synthetic Communications
JF - Synthetic Communications
IS - 1
ER -