Literature DB >> 27040656

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

Jin Zhang1, Jia Liu2, Yangmin Ma1, Decheng Ren2, Pei Cheng2, Jiawen Zhao2, Fan Zhang2, Yuan Yao3.   

Abstract

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.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  3-Acylamino substituted quinazolinones; CeO(2) nanoparticles; Molecular docking; Phytopathogenic fungi; Structure–activity relationship

Mesh:

Substances:

Year:  2016        PMID: 27040656     DOI: 10.1016/j.bmcl.2016.03.052

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  6 in total

1.  Design, synthesis, crystal structure and in vitro antimicrobial activity of novel 1,2,4-triazolo[1,5-a]pyrimidine-containing quinazolinone derivatives.

Authors:  Huan Du; Muhan Ding; Na Luo; Jun Shi; Jian Huang; Xiaoping Bao
Journal:  Mol Divers       Date:  2020-01-31       Impact factor: 2.943

2.  Synthesis of novel quinazolin-4(3H)-one derivatives containing the 7-oxo-1,2,4-triazolo[1,5-a]pyrimidine moiety as effective agricultural bactericides against the pathogen Xanthomonas oryzae pv. oryzae.

Authors:  Huan Du; Zhijiang Fan; Lan Yang; Xiaoping Bao
Journal:  Mol Divers       Date:  2017-09-06       Impact factor: 2.943

3.  Isoxazolidine Conjugates of N3-Substituted 6-Bromoquinazolinones-Synthesis, Anti-Varizella-Zoster Virus, and Anti-Cytomegalovirus Activity.

Authors:  Magdalena Grabkowska-Drużyc; Graciela Andrei; Dominique Schols; Robert Snoeck; Dorota G Piotrowska
Journal:  Molecules       Date:  2018-07-28       Impact factor: 4.411

4.  Development of next-generation formulation against Fusarium oxysporum and unraveling bioactive antifungal metabolites of biocontrol agents.

Authors:  Monika Jangir; Shilpi Sharma; Satyawati Sharma
Journal:  Sci Rep       Date:  2021-11-24       Impact factor: 4.379

5.  Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides.

Authors:  Marian N Aziz; Siva S Panda; ElSayed M Shalaby; Nehmedo G Fawzy; Adel S Girgis
Journal:  RSC Adv       Date:  2019-09-10       Impact factor: 3.361

6.  Crystal structure of 3-benzyl-2-[(E)-2-(furan-2-yl)ethen-yl]-2,3-di-hydro-quinazolin-4(1H)-one and 3-benzyl-2-[(E)-2-(thio-phen-2-yl)ethen-yl]-2,3-di-hydro-quinazolin-4(1H)-one from synchrotron X-ray diffraction.

Authors:  Flavien A A Toze; Vladimir P Zaytsev; Lala V Chervyakova; Elisaveta A Kvyatkovskaya; Pavel V Dorovatovskii; Victor N Khrustalev
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-01-01
  6 in total

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