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Design, Synthesis and 3D‐QSAR of New Quinazolin‐4(3 H )‐one Derivatives Containing a Hydrazide Moiety as Potential Fungicides
Author(s) -
Wang Xiaobin,
Wang Mengqi,
Yan Jinghua,
Chen Min,
Wang An,
Mei Yudong,
Si Weijie,
Yang Chunlong
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801575
Subject(s) - moiety , hydrazide , chemistry , carbendazim , rhizoctonia solani , bioassay , antifungal , quantitative structure–activity relationship , stereochemistry , proton nmr , fungicide , combinatorial chemistry , organic chemistry , biology , botany , microbiology and biotechnology , genetics
A series of quinazolin‐4(3 H )‐one derivatives containing a hydrazide moiety were designed, synthesized and characterized in detail via FT‐IR, 1 H NMR, 13 C NMR and HRMS spectra. The antifungal activities against Rhizoctonia solani ( Rs ) and Fusarium graminearum ( Fg ) were evaluated in vitro . The bioassay results indicated that most of the title compounds exhibited significant antifungal activities against Rs and Fg . Strikingly, the EC 50 values of some title compounds against Rs are obviously superior to that of the positive control carbendazim. Based on the antifungal bioassay results against Rs , the comparative molecular filed analysis (CoMFA) and comparative molecular similarity index analysis (CoMSIA) models were generated to investigate the structure‐activity relationship of title compounds against Rs . The analytical results indicated that these two models exhibited good predictive accuracies and could provide significant structural insights for the design of bioactive quinazolin‐4(3 H )‐one derivatives containing a hydrazide moiety.