Chemical Research in Chinese Universities ›› 2020, Vol. 36 ›› Issue (5): 810-815.doi: 10.1007/s40242-020-0003-8

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Syntheses and Insecticidal Activity of Spirocyclic Tetronic Acid Derivatives Containing Oxime Ether Moiety

ZHAO Yang, CHENG Jingli, XIE Zhengang, FANG Shaowei, ZHAO Jinhao   

  1. Ministry of Agriculture Key Laboratory of Molecular Biology of Crop Pathogens and Insert, Institute of Pesticide and Environmental Toxicology, Zhejiang University, Hangzhou 310058, P. R. China
  • Received:2020-01-04 Revised:2020-05-23 Online:2020-10-01 Published:2020-10-01
  • Contact: CHENG Jingli, ZHAO Jinhao E-mail:chengjingli@zju.edu.cn;jinhaozhao@zju.edu.cn
  • Supported by:
    Supported by the National Key Research & Development Program of China (No.2017YFD0200505) and the Natural Science Foundation of Zhejiang Province, China(No.LY19C140006).

Abstract: In order to develop novel spirocyclic tetronic acid lead compounds, a series of new spirocyclic tetronic acid derivatives containing oxime ether moiety was synthesized and bioassayed. The structures of 16 target compounds were characterized by 1H NMR spectra, 13C NMR spectra and high-resolution mass spectrometer(HRMS). Preliminary bioassays indicated that most of the title compounds displayed excellent insecticidal activity against Aphis fabae and Nilaparvata lugens at 100 mg/L. In particular, compound 6k showed the similar activity(LC50=6.87 mg/L) against A. fabae as the spirotetramat(LC50=4.56 mg/L) and had better effects(LC50=1.64 mg/L) against N. lugens in comparison with spirotetramat(LC50=7.90 mg/L). The study showed that compound 6k exhibited more promising and broad-spectrum insecticide activity and may serve as a new insecticidal agent for sucking pests.

Key words: Spirocyclic tetronic acid derivative, Insecticidal activity, Oxime ether moiety