title: Synthesis, biological evaluation, and molecular docking studies of 2,5-substituted-1,4-benzoquinone as novel urease inhibitors.
abstract: A series of 2,5-substituted-1,4-benzoquinone (1-6) were prepared and structurally characterized by elemental analysis, IR spectra, (1)H and (13)C NMR spectra, and single crystal X-ray determination. The urease inhibitory activities of the compounds against H. pylori urease were studied. Among the compounds, 2,5-bis(2-morpholin-4-ylethylamino)-[1,4]benzoquinone (2) shows the most effective activity with IC(50) value of 27.30 ± 2.17 μM. Docking simulation was performed to insert compound 2 into the crystal structure of H. pylori urease at the active site to determine the probable binding mode. As a result, compound 2 may be used as a potential urease inhibitor.
authors: Department of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, PR China. youzhonglu@yahoo.com.cn
authors: Zhong-Lu
authors: ZL
authors: You
authors: Dong-Mei
authors: DM
authors: Xian
authors: Mei
authors: M
authors: Zhang
authors: Xiao-Shan
authors: XS
authors: Cheng
authors: Xiao-Fang
authors: XF
authors: Li
mesh_terms: D016227:Benzoquinones / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016480:Helicobacter pylori / Q000201:enzymology; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014510:Urease / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D016227:Benzoquinones; D004791:Enzyme Inhibitors; C004532:quinone; D014510:Urease