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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[Anonymous], 2013, J. Comput. Chem., Jpn., DOI [https://doi.org/10.2477/jccj.2012-0026, DOI 10.2477/JCCJ.2012-0026]
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, Portugal
Sch D Maria II, Vila Nova De Famalicao, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Azevedo, Maria-Manuel
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Faria-Ramos, Isabel
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Faria-Ramos, Isabel
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Costa Cruz, Luisa
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Costa Cruz, Luisa
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Pina-Vaz, Cidalia
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, Portugal
Cent Hosp Sao Joao, Dept Clin Pathol, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Pina-Vaz, Cidalia
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Goncalves Rodrigues, Acacio
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, Portugal
Sch D Maria II, Vila Nova De Famalicao, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Azevedo, Maria-Manuel
;
Faria-Ramos, Isabel
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Faria-Ramos, Isabel
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Costa Cruz, Luisa
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Costa Cruz, Luisa
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Pina-Vaz, Cidalia
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Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, Portugal
Cent Hosp Sao Joao, Dept Clin Pathol, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Pina-Vaz, Cidalia
;
Goncalves Rodrigues, Acacio
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机构:
Univ Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal
Univ Porto, Fac Med, Ctr Res Hlth Technol & Informat Syst, P-4200319 Oporto, PortugalUniv Porto, Fac Med, Dept Microbiol, P-4200319 Oporto, Portugal