title: The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors.
abstract: Some pyrogallol and catechol derivatives were synthesized, and their urease inhibitory activity was evaluated by using acetohydroxamic acid (AHA), a well known Helicobacter pylori urease inhibitor, as positive control. The assay results indicate that many compounds have showed potential inhibitory activity against H. pylori urease. 4-(4-Hydroxyphenethyl)phen-1,2-diol (2a) was found to be the most potent urease inhibitor with IC(50)s of 1.5±0.2 μM for extracted fraction and 4.2±0.3 μM for intact cell, at least 10 times and 20 times lower than those of AHA (IC(50) of 17.2±0.9 μM, 100.6±13 μM), respectively. This finding indicate that 2a would be a potential urease inhibitor deserves further research. Molecular dockings of 2a into H. pylori urease active site were performed for understanding the good activity observed.
authors.affiliation: Key Laboratory of Hunan Forest Products and Chemical Industry Engineering, Jishou University, Jishou 416000, PR China. xiaozhuping2005@163.com
authors.forename: Zhu-Ping
authors.initials: ZP
authors.lastname: Xiao
authors.forename: Tao-Wu
authors.initials: TW
authors.lastname: Ma
authors.forename: Wei-Chang
authors.initials: WC
authors.lastname: Fu
authors.forename: Xiao-Chun
authors.initials: XC
authors.lastname: Peng
authors.forename: Ai-Hua
authors.initials: AH
authors.lastname: Zhang
authors.forename: Hai-Liang
authors.initials: HL
authors.lastname: Zhu
mesh_terms: D002396:Catechols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016480:Helicobacter pylori / Q000201:enzymology*; D008958:Models, Molecular; D011748:Pyrogallol / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014510:Urease / Q000037:antagonists & inhibitors*
chemical_list: D002396:Catechols; D004791:Enzyme Inhibitors; D011748:Pyrogallol; D014510:Urease; C034221:catechol