Design, Synthesis, Nematicidal Activity, and Mechanism of Novel Amide Derivatives Containing an 1,2,4-Oxadiazole Moiety.

J Agric Food Chem

National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, China.

Published: January 2024

To discover new nematicides, a series of novel amide derivatives containing 1,2,4-oxadiazole were designed and synthesized. Several compounds showed excellent nematicidal activity. The LC values of compounds , , and - against pine wood nematode (), rice stem nematode (), and sweet potato stem nematode () were 1.39-3.09 mg/L, which were significantly better than the control nematicide tioxazafen (106, 49.0, and 75.0 mg/L, respectively). Compound had an outstanding inhibitory effect on nematode feeding, reproductive ability, and egg hatching. Compound effectively promoted the oxidative stress of nematodes and caused intestinal damage to nematodes. Compound significantly inhibited the activity of succinate dehydrogenase (SDH) in nematodes, leading to blockage of electron transfer in the respiratory chain and thereby hindering the synthesis of adenosine triphosphate (ATP), which consequently affects the entire oxidative phosphorylation process to finally cause nematode death. Therefore, compound can be used as a potential SDH inhibitor in nematicide applications.

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http://dx.doi.org/10.1021/acs.jafc.3c04945DOI Listing

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