Amines and oximes derived from deoxybenzoins as Helicobacter pylori urease inhibitors

European Journal of Medicinal Chemistry
2009.0

Abstract

Twenty amines and oximes from deoxybenzoins were prepared and evaluated for their inhibitory activity against Helicobacter pylori urease. Among these compounds, high inhibitory activities were observed in amines and oximes, especially amines 1b (IC(50)=0.011 mM) and 6b (IC(50)=0.047 mM) exhibited good in vitro activities, and were comparable to acetohydroxamic acid (AHA). The hydroxyl groups on deoxybenzoin skeleton may be responsible for the inhibitory activity and coordinate with the nickel (active site) on enzyme. A direct interaction may exist between the OH group of hydroxylamines or NH group of amines and His alpha323 of H. pylori urease, which is on the flap of the enzyme active site.

Knowledge Graph

Similar Paper

Amines and oximes derived from deoxybenzoins as Helicobacter pylori urease inhibitors
European Journal of Medicinal Chemistry 2009.0
The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors
European Journal of Medicinal Chemistry 2010.0
Synthesis and evaluation of N-analogs of 1,2-diarylethane as Helicobacter pylori urease inhibitors
Bioorganic & Medicinal Chemistry 2015.0
Arylamino containing hydroxamic acids as potent urease inhibitors for the treatment of Helicobacter pylori infection
European Journal of Medicinal Chemistry 2018.0
3-Arylpropionylhydroxamic acid derivatives as Helicobacter pylori urease inhibitors: Synthesis, molecular docking and biological evaluation
Bioorganic & Medicinal Chemistry 2016.0
The synthesis and evaluation of phenoxyacylhydroxamic acids as potential agents for Helicobacter pylori infections
Bioorganic & Medicinal Chemistry 2018.0
Polyphenols based on isoflavones as inhibitors of Helicobacter pylori urease
Bioorganic & Medicinal Chemistry 2007.0
Structure-Activity Relationship of Omeprazole and Analogs as Helicobacter pylori Urease Inhibitors
Journal of Medicinal Chemistry 1995.0
Developing potential Helicobacter pylori urease inhibitors from novel oxoindoline derivatives: Synthesis, biological evaluation and in silico study
Bioorganic & Medicinal Chemistry Letters 2018.0
Synthesis, molecular docking and biological evaluation of metronidazole derivatives as potent Helicobacter pylori urease inhibitors
Bioorganic & Medicinal Chemistry 2009.0