Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 26, Issue 9, Pages 2273-2277Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2016.03.052
Keywords
3-Acylamino substituted quinazolinones; CeO2 nanoparticles; Phytopathogenic fungi; Structure-activity relationship; Molecular docking
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Funding
- Scientific Research Project Item for Key Laboratory of Shaanxi Province Education Department, China [2010JS056]
- Natural Science Basic Research Plan in Shaanxi Province of China [2014JQ2064]
- Foundation for Young Scholars of Shaanxi University of Science Technology [BJ12-26]
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An efficient one-pot, three-component synthesis of quinazolinone derivatives containing 3-acrylamino motif was carried out using CeO2 nanoparticles as catalyst. Thirty-nine synthesized compounds were obtained with satisfied yield and elucidated by spectroscopic analysis. Four phytopathogenic fungi were chosen to test the antifungal activities by minimum inhibitory concentration (MIC) method. Compounds 4ag, 4bb, 4bc showed broad antifungal activities against at least three fungi, and dramatic effects of substituents on the activities were observed. Docking studies were established to explore the potential antifungal mechanism of quinazolinone derivatives as the chitinase inhibitors, and also verified the importance of the amide moiety. (C) 2016 Elsevier Ltd. All rights reserved.
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