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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (10): 1631-1631. 上一篇    下一篇

研究论文

螺环季酮酸衍生物的合成及生物活性研究

赵金浩*,1，王宗成1,2，周勇3，朱国念1，俞传明2   

  1. (1农业部作物病虫分子生物学重点开放实验室 浙江大学农药与环境毒理研究所 杭州 310029)
    (2浙江工业大学药学院 杭州 310032)
    (3中美冠科生物有限公司 太仓 215400)
  • 收稿日期:2010-11-29 修回日期:2011-01-24 发布日期:2011-05-17
  • 通讯作者: 赵金浩 E-mail:jinhaozhao@zju.edu.cn

Synthesis and Bioactivity of Spirocyclic Tetronic Acid Derivatives

Zhao Jinhao*,1 Wang Zongcheng1,2 Zhou Yong3 Zhu Guonian1 Yu Chuanming2   

  1. (1 Key Laboratory of Molecular Biology of Crop Pathogens and Insects, Ministry of Agriculture, Institute of Pesticide and Environmental Toxicology, Zhejiang University, Hangzhou 310029)
    (2 College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032)
    (3 Crown Bioscience Inc., Taicang 215400)
  • Received:2010-11-29 Revised:2011-01-24 Published:2011-05-17
  • Contact: Jin-Hao Zhao E-mail:jinhaozhao@zju.edu.cn

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被引次数

25 | 1

为了寻求新颖的螺环季酮酸先导化合物, 以3-(2,4-二氯苯基)-4-羟基-1-氧杂螺[4.5]癸-3-烯-2-酮为原料, 合成了21个螺环季酮酸衍生物, 其结构经1H NMR, ESI MS和元素分析确认, 并测定了化合物6b的晶体结构. 初步生物活性测定表明, 此类化合物对朱砂叶螨、蚜虫和粘虫都具有很好的生物活性, 尤其是化合物5g和5m对朱砂叶螨的LD50分别为35.12和22.39 mg/L, 高于螺螨酯的LD50: 45.20 mg/L|化合物5b对蚕豆蚜的LD50为21.90 mg/L, 而螺螨酯对蚕豆蚜的LD50为174.13 mg/L.

关键词: 螺环季酮酸, 衍生物, 合成, 生物活性, 杀虫剂

In order to develop novel spirocyclic tetronic acid lead compounds, twenty-one derivatives of spirocyclic tetronic acid were synthesized from the key intermediate of Spirodiclofen, 3-(2,4-dichlorophenyl)- 4-hydroxy-1-oxaspiro[4.5]dec-3-en-2-one. The structures of all derivatives were confirmed by 1H NMR, ESI MS techniques and elemental analysis. The LD50 of compounds 5g and 5m are 35.12 and 22.39 mg/L against Tetranychus cinnabarinus, respectively, which are better than 45.20 mg/L of Spirodiclofen. The LD50 of compound 5b is 21.90 mg/L against Aphis fabae, whereas the LD50 of Spirodiclofen is 174.13 mg/L.

Key words: spirocyclic tetronic acid, derivatives, synthesis, biological activity, insecticide