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Short Paper | Special issue | Vol 97, No. 1, 2018, pp.541-549
Published online, 9th February, 2018
DOI: 10.3987/COM-17-S(T)12
Synthesis Of 2′(2′,6′)-(Di)Halogenoisoxazolopodophyllic Acids-Based Amides Derived from a Naturally Occurring Lignan Podophyllotoxin and Their Acaricidal Activity

Bingchuan Zhang, Mingqiao Yu, Min Lv,* and Hui Xu*

*Laboratory of Pharmaceutical Design & Synthesis, College of Life Sciences, Northwest A & F University, Xinong Road 22#, Yangling, Shaanxi, 712100, China


In continuation of our program to discover natural product-based pesticides, a series of 2′(2′,6′)-(di)halogenoisoxazolopodophyllic acids-based amides were prepared by structural modification of a naturally occurring lignan podophyllotoxin. Meanwhile, their acaricidal activity was evaluated against a typically crop-threatening agricultural insect pest, Tetranychus cinnabarinus. Among all derivatives, especially compounds 1012 displayed 4.8-7.4 folds more potent acaricidal activity than podophyllotoxin against T. cinnabarinus. This demonstrated that the carboxyl group at their C-2 position of 2′(2′,6′)-(di)halogenoisoxazolopodophyllic acids was very important for the acaricidal activity.