The Institute of Plant Protection, Chinese Academy of Agricultural Sciences revealed the differential mechanism of stereoselective behavior and activity of the chiral fungicide benzoshenfluconazole

Recently, the pesticide application risk control innovation team of the Institute of Plant Protection of the Chinese Academy of Agricultural Sciences published an online title entitled "Comprehensive" e in the internationally renowned environmental journal Science of the Total Environment (IF=""10.
753").
Valuation of novel fungicide benzovindiflupyr at the enantiomeric level: Bioactivity, toxicity, mechanism, and dissipation behavior", revealing the differential mechanism of stereoselective behavior and activity of the novel chiral fungicide benzofenfluconazole.
Results The accurate risk assessment and efficient safe application of hand-faced pesticides are of great significance
.

 

Chiral pesticides account for about 40% of the commonly used pesticides in China, and the multiple chiral enantiomers they contain often have differences in biological activity, ecotoxicity and environmental digestion behavior, and accurate analysis of the stereoscopic selection behavior of different enantiomers is of great significance
for the efficient and safe application of pesticides.
Benzoenfluconazole is a novel succinate dehydrogenase inhibitor (SDHIs) chiral fungicide, which has good control
effect on apple anthrax, apple black star disease, cucumber anthracnose and gray mold.
However, the stereoactivity, toxicity and environmental behavior of the two chiral enantiomers of benzoenfluconazole are unclear, which restricts the efficient and safe application
of the agent.
In this study, it was found for the first time that the bactericidal activity and ecotoxicity of benzofenfluconazole mainly came from 1S,4R-benzenfluconazole, and its activity against six target pathogens was 1.
7–54.
5 times
that of 1R,4S-benzenfluconazole 。 Based on molecular docking technology and the determination of target enzyme activity and its substrate and its downstream product content, it was found that the binding force of 1S,4R-benzoenfluconazole to succinate dehydrogenase was higher than that of 1R,4S-benzosenfluconazole, which significantly inhibited succinate dehydrogenase activity and inhibited the production of fumarate and L-malic acid in the tricarboxylic acid cycle, thereby exhibiting higher bacteriostatic activity
.
This study revealed for the first time the mechanism
of differential stereoscopic activity of chiral pesticides from the perspective of target enzyme activity and substrate quantification.
At the same time, it was found that 1S,4R-benzoenfluconazole degraded slowly in tomato leaves and fast in tomato fruit, which was conducive to improving the control efficacy of pesticide targets and ensuring
the quality and safety of agricultural products.

 

The Institute of Plant Protection, Chinese Academy of Agricultural Sciences was the first to complete the paper, Dr.
An Xiaokang was the first author, and researcher Dong Fengshu was the corresponding author
.
This research was supported
by the National Key Research and Development Program of China (2019YFC1604503) and the National Natural Science Foundation of China (31872004).