The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors

被引：98

作者：

Xiao, Zhu-Ping ^{[1
]}

Ma, Tao-Wu ^{[1
]}

Fu, Wei-Chang ^{[1
]}

Peng, Xiao-Chun ^{[1
]}

Zhang, Ai-Hua ^{[1
]}

Zhu, Hai-Liang ^{[1
,2
]}

机构：

[1] Jishou Univ, Key Lab Hunan Forest Prod & Chem Ind Engn, Jishou 416000, Peoples R China

[2] Nanjing Univ, State Key Lab Pharmaceut Biotechnol, Nanjing 210093, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 11期

关键词：

Urease inhibitor; Helicobacter pylori; Pyrogallol derivatives; Catechol derivatives; Autodock; MONGOLIAN GERBILS; MICROBIAL UREASES; MECHANISM; GENISTEIN; DESIGN; ISOFLAVONES; FLAVONOIDS; INFECTION; GROWTH; AGENTS;

D O I：

10.1016/j.ejmech.2010.08.015

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

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 mu M for extracted fraction and 4.2 +/- 0.3 mu M for intact cell, at least 10 times and 20 times lower than those of AHA (IC50 of 17.2 +/- 0.9 mu M, 100.6 +/- 13 mu M), 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. (C) 2010 Elsevier Masson SAS. All rights reserved.

引用

页码：5064 / 5070

页数：7

共 33 条

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