AUTHOR=Zhao Fenghai , Tang Xianjun , Huang Jiaxing , Li Jiaqi , Xiao Yumei , Qin Zhaohai 

TITLE=Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits

JOURNAL=Frontiers in Chemistry

VOLUME=Volume 10 - 2022

YEAR=2022

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2022.1019573

DOI=10.3389/fchem.2022.1019573

ISSN=2296-2646

ABSTRACT=To discover new potential insecticides to protect agricultural drops from damage, a series of novel flupyrimin derivatives containing an arylpyrazole core were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR and HRMS. Bioassays indicated that the 31 compounds synthesized possessed excellent insecticidal activity against the Plutella xylostella. Among these target compounds, lethality of A3, B1-B6, D4 and D6 reached 100% at 400 μg/mL. Moreover, when the concentration dropped to 25 μg/mL, the insecticidal activities against the Plutella xylostella for compounds B2, B3 and B4 still reached more than 70%. The structure activity relationship against the Plutella xylostella was discussed. The Density functional theory analysis of flupyrimin and B4 was carried out to support the above structure activity relationship. The possible binding modes between receptor and active groups in title compounds were also verified by docking simulation. These results provided new ideas for the development of these novel candidate insecticides in future