Redevelopment of limonoid as potential pesticidal resource from non-edible wastes of the citrus industry: Combinatorial synthesis and insecticidal evaluation of limonin-derived oxime ethers with scaffold diversity

作者：Chun Yang, Yangfan Li, Qiang Hu, Hongcheng Shi, Jin-qiu Duan, Ming-tao He, Cao Hui, Xiaoyan Zhi · 发表于：Industrial Crops and Products · 年份：2024 · DOI：10.1016/j.indcrop.2024.119215 · 被引用次数：9 · 研究领域：Phytochemical compounds biological activities、Pineapple and bromelain studies

Plant natural products provide considerable resources for the innovation of agrochemicals or pharmaceuticals due to their extensive biological potential and scaffold diversity. Limonin , a naturally occurring tetracyclic triterpenoid found in non-edible wastes of the citrus industry is a promising lead for developing new pesticide candidates. Reported herein is the limonin-directed analogues with scaffold diversity and their agricultural insecticidal activity evaluation. Pesticidal bioassay results revealed that 29 target compounds displayed varying degrees of enhanced larvicidal activity against Plutella xylostella Linnaeus compared to their precursor limonin. Among them, compounds IIId , Vd , VIb , VId , VIIa , VIId , and VIIf exhibited more pronounced insecticidal potential with LC 50 values of 6.97, 10.07, 13.50, 13.74, 7.43, 8.63, and 12.82 μg/mL, respectively, far exceeding that of limonin (LC 50 = 110.67 μg/mL) and the two positive controls rotenone (LC 50 = 33.29 μg/mL) and toosendanin (LC 50 = 31.60 μg/mL). Notably, the larvicidal activity of IIId , VIIa , and VIId against P. xylostella was greater than 15.8-, 14.8-, and 12.8-fold that of limonin, respectively. This project also disclosed that 27 target compounds demonstrated insecticidal activity against Mythimna separata Walker superior to limonin. Compounds IIIa , IIIc , IIIf , Vd , VIa , and VIId showed potent growth inhibitory activity against M. separata with LC 50 values of 0.63, 0.42, 0.51, 0.69, 0.43, and 0....