Cis-configuration: A new tactic/rationale for neonicotinoid molecular design

Xusheng Shao; Philip W. Lee; Zewen Liu; Xiaoyong Xu; Zhong Li; Xuhong Qian

doi:10.1021/jf103499x

Cis-configuration: A new tactic/rationale for neonicotinoid molecular design

Xusheng Shao, Philip W. Lee, Zewen Liu, Xiaoyong Xu, Zhong Li, Xuhong Qian

Research output: Contribution to journal › Article › peer-review

77 Scopus citations

Abstract

Resistance development and limited lepidopteran activities call for the discovery of "super-neonicotinoids" solving these problems. Compounds with the cis-configuration offer an opportunity for further optimization. Fixing the nitro group in the cis-configuration provided a new approach for neonicotinoid molecular design. Introductions of the heterocycle or a bulky group are two synthesis concepts to fix the cis-configuration of the nitro group. The design, synthesis, bioactivity, and preliminary modes of action of five types of cis-neonicotinoids are reviewed. cis-and trans-Neonicotinoids have some differences in bioactivities and modes of action. This study focused, especially, on the reaction diversities of nitromethylene analogues of imidacloprid with various aldehydes.

Original language	English
Pages (from-to)	2943-2949
Number of pages	7
Journal	Journal of Agricultural and Food Chemistry
Volume	59
Issue number	7
DOIs	https://doi.org/10.1021/jf103499x
State	Published - 13 Apr 2011
Externally published	Yes

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abstract = "Resistance development and limited lepidopteran activities call for the discovery of {"}super-neonicotinoids{"} solving these problems. Compounds with the cis-configuration offer an opportunity for further optimization. Fixing the nitro group in the cis-configuration provided a new approach for neonicotinoid molecular design. Introductions of the heterocycle or a bulky group are two synthesis concepts to fix the cis-configuration of the nitro group. The design, synthesis, bioactivity, and preliminary modes of action of five types of cis-neonicotinoids are reviewed. cis-and trans-Neonicotinoids have some differences in bioactivities and modes of action. This study focused, especially, on the reaction diversities of nitromethylene analogues of imidacloprid with various aldehydes.",

author = "Xusheng Shao and Lee, \{Philip W.\} and Zewen Liu and Xiaoyong Xu and Zhong Li and Xuhong Qian",

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T2 - A new tactic/rationale for neonicotinoid molecular design

AU - Shao, Xusheng

AU - Lee, Philip W.

AU - Liu, Zewen

AU - Xu, Xiaoyong

AU - Li, Zhong

AU - Qian, Xuhong

PY - 2011/4/13

Y1 - 2011/4/13

N2 - Resistance development and limited lepidopteran activities call for the discovery of "super-neonicotinoids" solving these problems. Compounds with the cis-configuration offer an opportunity for further optimization. Fixing the nitro group in the cis-configuration provided a new approach for neonicotinoid molecular design. Introductions of the heterocycle or a bulky group are two synthesis concepts to fix the cis-configuration of the nitro group. The design, synthesis, bioactivity, and preliminary modes of action of five types of cis-neonicotinoids are reviewed. cis-and trans-Neonicotinoids have some differences in bioactivities and modes of action. This study focused, especially, on the reaction diversities of nitromethylene analogues of imidacloprid with various aldehydes.

AB - Resistance development and limited lepidopteran activities call for the discovery of "super-neonicotinoids" solving these problems. Compounds with the cis-configuration offer an opportunity for further optimization. Fixing the nitro group in the cis-configuration provided a new approach for neonicotinoid molecular design. Introductions of the heterocycle or a bulky group are two synthesis concepts to fix the cis-configuration of the nitro group. The design, synthesis, bioactivity, and preliminary modes of action of five types of cis-neonicotinoids are reviewed. cis-and trans-Neonicotinoids have some differences in bioactivities and modes of action. This study focused, especially, on the reaction diversities of nitromethylene analogues of imidacloprid with various aldehydes.

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AN - SCOPUS:78651097732

SN - 0021-8561

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SP - 2943

EP - 2949

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

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ER -

Cis-configuration: A new tactic/rationale for neonicotinoid molecular design

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