One-pot synthesis and antifungal activity against plant pathogens of quinazolinone derivatives containing an amide moiety

被引:84
作者
Zhang, Jin [1 ,2 ]
Liu, Jia [1 ]
Ma, Yangmin [1 ,2 ]
Ren, Decheng [1 ]
Cheng, Pei [1 ]
Zhao, Jiawen [1 ]
Zhang, Fan [1 ]
Yao, Yuan [3 ]
机构
[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Xian 710021, Peoples R China
[2] Minist Educ, Key Lab Auxiliary Chem & Technol Chem Ind, Xian 710021, Peoples R China
[3] Harbin Inst Technol, Acad Fundamental & Interdisciplinary Sci, Inst Theoret & Simulat Chem, Harbin 150080, Peoples R China
关键词
3-Acylamino substituted quinazolinones; CeO2; nanoparticles; Phytopathogenic fungi; Structure-activity relationship; Molecular docking; PHYTOPATHOGENIC FUNGI; BIOLOGICAL EVALUATION; CHITINASE INHIBITORS; IN-VITRO; CATALYST; AGENTS; WATER; 2,3-DIHYDROQUINAZOLIN-4(1H)-ONES; BIOACTIVITY; DISCOVERY;
D O I
10.1016/j.bmcl.2016.03.052
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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.
引用
收藏
页码:2273 / 2277
页数:5
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