Synthesis and Bioactivity of Spirocyclic Tetronic Acid Derivatives

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (10): 1631-1631. Previous Articles Next Articles

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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 Zongcheng^1,2 Zhou Yong³ Zhu Guonian¹ Yu Chuanming²

(¹Key Laboratory of Molecular Biology of Crop Pathogens and Insects, Ministry of Agriculture, Institute of Pesticide and Environmental Toxicology, Zhejiang University, Hangzhou 310029)
(²College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032)
(³Crown 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

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

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ZHAO Jin-Hao, WANG Zong-Cheng, ZHOU Yong, ZHU Guo-Nian, YU Chuan-Ming. Synthesis and Bioactivity of Spirocyclic Tetronic Acid Derivatives[J]. Chin. J. Org. Chem., 2011, 31(10): 1631-1631.

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螺环季酮酸衍生物的合成及生物活性研究

Synthesis and Bioactivity of Spirocyclic Tetronic Acid Derivatives

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