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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 3: 747 - 753

DOI: https://doi.org/10.6023/cjoc201808022

Articles

Synthesis, Biological Evaluation, and Structure-Activity Relationship Study of Unsaturated Spiroacetals as Potential Sex Attractants to Oriental Fruit Flies (Bactrocera dorsalis)

  • Li Jiuyi ,
  • Chen Li ,
  • Yin Biaolin
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  • a Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640;
    b State Key Laboratory of Integrated Management of Pest Insects and Rodents, Institute of Zoology, Chinese Academy of Sciences, Beijing 100101

Received date: 2018-08-20

  Revised date: 2018-09-29

  Online published: 2018-11-12

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21572068, 21871094).

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Abstract

Spiroacetal motif is widely distributed in many bioactive natural products of different origins and essentially contributes to various bioactivities. In this paper, two series of spiroacetals were synthesized and biologically evaluated as insect sex attractant towards oriental fruit flies (Bactrocera dorsalis) using methyleugenol as the standard. Biological evaluation demonstrated that a large part of the tested compounds triggered apparent electrophysiological responses from both male and female fruit flies. The stereochemistry of the spiroacetals and the substitution on their phenyl rings influenced the responses to some degree.

Key words： spiroacetals; sex attractant; oriental fruit fly (Bactrocera dorsalis); electroantennogram response

Cite this article

Li Jiuyi , Chen Li , Yin Biaolin . Synthesis, Biological Evaluation, and Structure-Activity Relationship Study of Unsaturated Spiroacetals as Potential Sex Attractants to Oriental Fruit Flies (Bactrocera dorsalis)[J]. Chinese Journal of Organic Chemistry, 2019 , 39(3) : 747 -753 . DOI: 10.6023/cjoc201808022

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