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Quinolizidine Alkaloids with Antiviral and Insecticidal Activities from the Seeds of Sophora tonkinensis Gagnep

作者:Ji-Bin Zou, Lihua Zhao, Ping Yi, Qiao An, Longxiang He, Yanan Li, Hua‐Yong Lou, Chun‐Mao Yuan, Wei Gu, Lie‐Jun Huang, Zhan‐Xing Hu, Xiao‐Jiang Hao · 发表于:Journal of Agricultural and Food Chemistry · 年份:2020 · DOI:10.1021/acs.jafc.0c06032 · 被引用次数:69 · 研究领域:Bioactive natural compounds、Traditional and Medicinal Uses of Annonaceae、Botanical Research and Chemistry

The discovery of novel, effective, and botanical pesticides is one of the main strategies for modern plant protection and insect pest control. During the search for novel botanical pesticides from natural sources, the seeds of Sophora tonkinensis were systematically investigated to obtain 11 new matrine-type alkaloids ( 1 – 11 ), including one novel matrine-type alkaloid featuring an unprecedented 5/6/6/6 tetracyclic skeleton ( 1 ), along with 16 known compounds ( 12 – 27 ). Their structures were elucidated by comprehensive spectroscopic data analysis (IR, UV, NMR, and HRESIMS), ECD calculations, and single-crystal X-ray diffraction. The anti-tobacco mosaic virus (TMV) activity and insecticidal activities against Aphis fabae and Tetranychus urticae of the compounds were also respectively screened using the half-leaf method and spray method. Biological tests indicated that compounds 2, 4, 6, and 26 displayed significant anti-TMV biological activities compared with the positive control ningnanmycin. Compounds 7, 17, and 26 presented moderate activities against A. fabae with LC 50 values of 38.29, 18.63, and 23.74 mg/L, respectively. Moreover, compounds 13 and 26 exhibited weak activities against T. urticae .