Synthesis, and Insecticidal Activities of Propargyloxy‐Diphenyl Oxide‐Sulfonamide Derivatives

Abstract

Agricultural pests are the primary contributing factor to crop yield reduction, particularly in underdeveloped regions. Despite the significant efficacy of pesticides in pest control, their extensive use has led to the drug‐fast of insecticide resistance. Developing of new environmentally friendly plant‐based pesticides is an urgent necessity. In this study, a series of diaryl ether compounds containing propargyloxy and sulfonamide groups were designed. The synthesis of these 36 compounds primarily relied on nuclear magnetic resonance for structure determination, while single‐crystal X‐ray diffraction was employed for certain compounds. Meanwhile, the insecticidal activities against Mythimna separata were also assessed. Some of the compounds exhibited significantly enhanced activity, the LC50 value of the highest activity compound TD8 (0.231 mg/mL) demonstrating respective increases by 100‐fold compared to the plant pesticide celangulin V (23.9 mg/mL), and a 5‐fold increase with the positive control L‐1 (1.261 mg/mL). The interaction between the target compound and the target, as well as the consistency of the target, were verified through symptomological analysis and molecular docking. The structure‐activity relationships were also conducted. This study offered a novel trajectory for the advancement and formulation of future pesticides.

Discovery of Novel (+)-Nootkatone-Based Amine Derivatives as Potential Insecticide Candidates

“…Many neonicotinoid insecticides contain various amine groups, such as imidacloprid, dinotefuran, and thiamethoxam (Figure ). Additionally, it has been reported that the introduction of amine moieties facilitates the enhancement of the insecticidal activity of the lead compounds. , Based on the abovementioned, we proposed to introduce various amine groups on the C-13 position of (+)-nootkatone to enhance its insecticidal activity (Figure ). Herein, we successfully prepared a series of (+)-nootkatone-based amine derivatives using a splicing strategy of active substructures and evaluated their insecticidal activities against three agricultural insect pests.…”