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

被引:53
作者
Mentese, Emre [1 ]
Emirik, Mustafa [1 ]
Sokmen, Bahar Bilgin [2 ]
机构
[1] Recep Tayyip Erdogan Univ, Art & Sci Fac, Dept Chem, Rize, Turkey
[2] Giresun Univ, Fac Arts & Sci, Dept Chem, TR-28049 Giresun, Turkey
关键词
Benzimidazole; Urease inhibition; Docking study; Triazole; JACK BEAN UREASE; BENZIMIDAZOLE DERIVATIVES; ALPHA-GLUCOSIDASE; BEARING TRIAZOLE; ANTIOXIDANT; OXADIAZOLE; RIBONUCLEOSIDES; HETEROCYCLES; THIADIAZOLE; DRUGS;
D O I
10.1016/j.bioorg.2019.01.061
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:151 / 158
页数:8
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