Construction, Pesticidal Activities, Control Effects, and Detoxification Enzyme Activities of Osthole Ester/Amide Derivatives

• DOI: 10.1021/acs.jafc.2c02534
• Publication Date: 2022-07-20T16:07:01Z
• Authors: Meng Hao; Min Lv; Lin Zhou; Haijie Li; Jianwei Xu; Hui Xu
• Keywords: Carboxylesterase; Amide; Natural product

Pesticide research and development has entered an era of safety, efficiency, environmental friendliness. Discovery effective active products directly or indirectly from plant secondary metabolites as pesticide candidates been one the current focuses. Herein, two series new ester amide derivatives were prepared by structural modifications a natural coumarin-type product osthole at its C-4′ position. Their structures characterized IR, mp, 1H NMR, HRMS. Confirmation steric configuration seven compounds was based on single-crystal analysis. Against Tetranychus cinnabarinus Boisduval (Acari: Tetranychidae), (2′E)-3′-ethoxycarbonylosthole (4b) (2′E)-3′-(n)hexyloxycarbonylosthole (4e) exhibited 3.2 3.1 times acaricidal activity osthole, particularly, they also showed 2.4 2.2 control efficiency 5th day osthole. Aphis citricola Van der Goot (Homoptera: Aphididae), (2′E)-3′-(p-CF3)benzyloxycarbonylosthole (4w), (2′E)-3′-benzylaminocarbonylosthole (5f), (2′E)-3′-phenylethylaminocarbonylosthole (5g) 1.9–2.1-fold aphicidal Furthermore, changes in detoxification enzyme [carboxylesterase (CarE) glutathione S-transferase (GST)] activities over time treated T. investigated. These results can pave foundation for future design preparation botanical agrochemicals.