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Natural Product Research
Formerly Natural Product Letters
Volume 35, 2021 - Issue 24
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Research Articles

Synthesis and insecticidal activity of the fluorinated galegine analogues

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Pages 5773-5777 | Received 23 Jun 2020, Accepted 27 Sep 2020, Published online: 20 Oct 2020
 

Abstract

The introduction of fluorine atom can increase the biological activities of the target compounds remarkably. To find more safe and efficient insecticides, natural product galegine as lead compound, a series of novel fluorinated galegine analogues were designed and synthesized. The bioassay results indicate that all the target compounds have moderate to high insecticidal activities against Hyalopterus pruni Geoffroy and Aphis gossypii Glover, in particular, compounds IIa-05, IId-02 and IIe-03 show the best insecticidal activities against Hyalopterus pruni with the mortality of 100%, 100% and 96.6%, respectively. And compounds IIa-02, IId-02, IId-04, IIc-01, IIc-02 and IId-01 show 0.6-7 times insecticidal activities against Aphis gossypii as Imidacloprid with their LC50 values are 0.28 mg/L, 0.38 mg/L, 0.33 mg/L, 0.09 mg/L, 0.03 mg/L and 0.12 mg/L, respectively The analysis of structure-activity relationship indicates that the compounds with difluoro-substituted benzene ring have more potent insecticidal activities than the single fluoro-substituted compounds.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the National Technology R&D Program in the 13th Five year plan of China (grant No. 2016YFD0300709).

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