不饱和螺环缩酮的合成及对桔小实蝇(Bactrocera dorsalis)性引诱活性与构效关系研究

doi:10.6023/cjoc201808022

有机化学 ›› 2019, Vol. 39 ›› Issue (3): 747-753.DOI: 10.6023/cjoc201808022 上一篇下一篇

研究论文

不饱和螺环缩酮的合成及对桔小实蝇(Bactrocera dorsalis)性引诱活性与构效关系研究

李九一^a, 陈立^b, 尹标林^a

a 华南理工大学化学与化工学院广东省功能分子工程重点实验室广州 510640;
b 中国科学院动物研究所农业虫害鼠害综合治理研究国家重点实验室北京 100101

收稿日期:2018-08-20 修回日期:2018-09-29 发布日期:2018-11-12
通讯作者: 尹标林 E-mail:blyin@scut.edu.cn
基金资助:
国家自然科学基金（Nos.21572068，21871094）资助项目.

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

Li Jiuyi^a, Chen Li^b, Yin Biaolin^a

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:2018-08-20 Revised:2018-09-29 Published:2018-11-12
Contact: 10.6023/cjoc201808022 E-mail:blyin@scut.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21572068, 21871094).

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1. 不饱和螺环缩酮的合成及对桔小实蝇(Bactrocera dorsalis)性引诱活性与构效关系研究.PDF(1996KB)

摘要/Abstract

螺环缩酮结构片段广泛存在于许多具有不同来源的生物活性天然产物中，该片段往往对生物活性起着重要作用.合成了两类结构新颖的螺环缩酮类化合物，并以甲基丁香酚为标准品对照，测试其对桔小实蝇（Bactrocera dorsalis）的电生理活性.结果表明：雄性和雌性桔蝇对大部分化合物小实有明显的电生理响应.螺环缩酮的立体化学和其苯环上取代基对电生理响应有一定的影响.

关键词: 螺环缩酮, 性引诱剂, 桔小实蝇, 触角电位反应

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

引用此文

李九一, 陈立, 尹标林. 不饱和螺环缩酮的合成及对桔小实蝇(Bactrocera dorsalis)性引诱活性与构效关系研究[J]. 有机化学, 2019, 39(3): 747-753.

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]. Chin. J. Org. Chem., 2019, 39(3): 747-753.

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不饱和螺环缩酮的合成及对桔小实蝇(Bactrocera dorsalis)性引诱活性与构效关系研究

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

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