Synthesis of novel isoxazoline-containing podophyllotoxin/2′(2′,6′)-(di)halogenopodophyllotoxin derivatives and their insecticidal/acaricidal activities

被引:19
作者
Yang, Ruige [1 ]
Zhang, Yuanyuan [1 ]
Xu, Hui [1 ,2 ]
机构
[1] Northwest A&F Univ, Res Inst Pesticidal Design & Synth, Coll Chem & Pharm Crop Protect, Yangling 712100, Shaanxi, Peoples R China
[2] Northwest A&F Univ, Shaanxi Key Lab Nat Prod & Chem Biol, Yangling 712100, Shaanxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Podophyllotoxin; Isoxazoline; Natural-product-based; Insecticidal activity; Acaricidal activity; MYTHIMNA-SEPARATA WALKER; BIOLOGICAL-ACTIVITIES; ORIENTAL ARMYWORM; STEREOSELECTIVE-SYNTHESIS; ANTIMICROBIAL ACTIVITY; FUNGICIDAL ACTIVITY; ESTER DERIVATIVES; AGENTS; PODOPHYLLOTOXINS; SEMISYNTHESIS;
D O I
10.1016/j.bmcl.2018.02.018
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In continuation of our program aimed at the development of natural product-based pesticidal agents, a series of isoxazoline-containing podophyllotoxin/2'(2',6')-(di) halogenopodophyllotoxin derivatives were prepared, and their structures were well characterized by H-1 NMR, IR, optical rotation, HRMS and mp. Especially the structure of compound Ia was further confirmed by H-1-H-1 COSY and NOESY spectrum. Among them, two compounds showed good insecticidal and acaricidal activities against Mythimna separata and Tetranychus cinnabarinus. Their structure-activity relationships were also observed. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1410 / 1416
页数:7
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