Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, and State Key Laboratory of Petroleum Molecular & Process Engineering, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China.
Institute of Eco-Chongming, School of Ecological and Environmental Science, East China Normal University, Shanghai 200241, China.
J Agric Food Chem. 2024 Nov 13;72(45):24979-24988. doi: 10.1021/acs.jafc.4c05795. Epub 2024 Oct 23.
()-Methoprene has been widely applied as a powerful biochemical pesticide to control disease vectors and other pestiferous arthropods of economic importance. As a juvenile hormone analogue, many products based on ()-methoprene are developed and commercialized in the USA, Europe, and elsewhere. However, the agricultural use of ()-methoprene and its analogues remains underexplored. Here, based on an intermediate derivatization strategy and structural modification, a series of enantiopure ()-methoprene derivatives were designed for their expected bioactivity against two crop-threatening pests. Six compounds showed more than 2-fold stronger inhibition of emergence against than ()-methoprene, among which one that was designated as showed even superior activity to the conventional chemical pesticide and biopesticide with IE of 0.02 mg/L. Nine compounds exhibited over 2-fold higher bioactivity against growth than ()-methoprene. The physicochemical property evaluation and toxicological test showed that the potent ()-methoprene derivatives were low toxic to the nontarget organism and the environment. Molecular docking studies further demonstrated that the high bioactivity of may be partially attributed to its great affinity for binding to juvenile hormone receptors of . The current study suggests that is a biochemical pesticide candidate with potency to be developed as a new agrochemical for lepidopteran control.
（）-灭幼脲已被广泛用作一种强大的生化农药，用于控制病媒和其他具有经济重要性的有害节肢动物。作为一种保幼激素类似物，许多基于（）-灭幼脲的产品在美国、欧洲和其他地方得到开发和商业化。然而，（）-灭幼脲及其类似物在农业中的应用仍未得到充分探索。在这里，我们基于中间衍生化策略和结构修饰，设计了一系列对两种威胁作物的害虫具有预期生物活性的对映体纯（）-灭幼脲衍生物。六种化合物对 的羽化抑制作用比（）-灭幼脲强两倍以上，其中一种被命名为 的化合物表现出比常规化学农药和生物农药更强的活性，IE 为 0.02mg/L。有 9 种化合物对 的生长表现出超过两倍的高生物活性。理化性质评价和毒理学试验表明，这些高效（）-灭幼脲衍生物对非靶标生物和环境的毒性较低。分子对接研究进一步表明，化合物 的高生物活性可能部分归因于其与 保幼激素受体的高亲和力。本研究表明，化合物 是一种具有潜力的生化农药候选物，可开发为防治鳞翅目害虫的新型农药。
