由白鲜碱呋喃环卤化/酰化得到的新型杀虫剂
New Insecticidal Agents from Halogenation/Acylation of the Furyl-Ring of Fraxinellone.
作者信息
Guo Yong, Yang Ruige, Xu Hui
机构信息
Research Institute of Pesticidal Design &Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, P. R. China.
School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, Henan Province, P. R. China.
出版信息
Sci Rep. 2016 Oct 24;6:35321. doi: 10.1038/srep35321.
Abstract
Introduction of the halogen atom or the acyl group at the C-ring of fraxinellone was investigated. Some unexpected halogenation products were obtained with the different chlorination/bromination reagents, and their possible reaction mechanisms were also proposed. Seven key steric structures of 2a', 2b, 2b', 2c', 3a, 3b, and one isomer (5'α-Cl) of 2a were further confirmed by single-crystal X-ray diffraction. Especially compounds 2a, 2a', 3a and 3c exhibited more potent insecticidal activity than toosendanin. Some structure-activity relationships of tested compounds were also described.
摘要
研究了在白鲜碱的C环上引入卤原子或酰基。使用不同的氯化/溴化试剂得到了一些意外的卤化产物，并提出了它们可能的反应机理。通过单晶X射线衍射进一步确证了2a'、2b、2b'、2c'、3a、3b的七个关键立体结构以及2a的一个异构体（5'α-Cl）。特别是化合物2a、2a'、3a和3c表现出比川楝素更强的杀虫活性。还描述了受试化合物的一些构效关系。
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