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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 06: 1084 - 1092

DOI: https://doi.org/10.6023/cjoc1111021

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Synthesis, Characterization and Insecticidal Activity of Milbemycin Analogues

  • Xu Xiaojun ,
  • Lai Shenghong ,
  • Ji Minghua ,
  • Zhu Guonian ,
  • Zhao Jinhao
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  • a Ministry of Agriculture Key Laboratory of Molecular Biology of Crop Pathogens and Insects, Institute of Pesticide and Environmental Toxicology, Zhejiang University, Hangzhou 310029;
    b College of Pharmacy, Zhejiang University of Technology, Hangzhou 310014;
    c Instituent of Science, Zhejiang Sci-Tech University, Hangzhou 310032

Received date: 2011-11-10

  Revised date: 2012-01-07

  Online published: 2012-02-27

Supported by

Project supported by the Important Technology Special Topic Project of Zhejiang Province (No. 2008C02007-3).

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Abstract

Two series of milbemycin analogues containing ester and methoxy oxime groups were designed according to analog synthesis and sub-structure ligation from deglycosyl ivermectin, which is the analogue of milbemycin. The analogues reaction was carried out with the corresponding aromatic chloride, and the structures of the target compounds were confirmed by 1H NMR and high resolution mass spectra (HRMS). The insecticidal activities of 18 analogues against Tetranychus cinnabarinus, Mythimna sepatara and Aphis fabae were tested. The results showed that all analogues had different degree of insecticidal activity, especially compounds 4IIa and 4IIb showed the highest insecticidal activities against Mythimna sepatara and Aphis fabae.

Key words： milbemycin analogues; synthesis; biological activity

Cite this article

Xu Xiaojun , Lai Shenghong , Ji Minghua , Zhu Guonian , Zhao Jinhao . Synthesis, Characterization and Insecticidal Activity of Milbemycin Analogues[J]. Chinese Journal of Organic Chemistry, 2012 , 32(06) : 1084 -1092 . DOI: 10.6023/cjoc1111021

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