Molecules 2012, 17(9), 10014-10025; doi:10.3390/molecules170910014
Article

Synthesis and Biological Activity Evaluation of Novel β-Substituted Nitromethylene Neonicotinoid Analogues

, , , ,  and * email
Received: 25 June 2012; in revised form: 13 August 2012 / Accepted: 14 August 2012 / Published: 24 August 2012
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The structure-based design and synthesis of a series of novel neonicotinoid analogues are described. The novel neonicotinoid analogues were designed based upon the reaction of enamine derivatives with electron-withdrawing β-substituents with electrophilic thiocyanogen reagents. These compounds were characterized by spectroscopic methods. Bioassays indicated that some of the synthesized compounds exhibited excellent bioactivity against cowpea aphids (Aphis craccivora). The LC50 values of compounds 7, 9, 12, 13, 15, 17, 19, 20 and commercial imidacloprid were 0.01567, 0.00974, 0.02494, 0.01893, 0.02677, 0.01778, 0.0220, 0.02447 and 0.03502 mmol L−1, respectively, which suggested that they could be used as leads for future development of new insecticides.
Keywords: neonicotinoid analogues; new design strategy; thiocyanogen; insecticidal activities
PDF Full-text Download PDF Full-Text [242 KB, uploaded 18 June 2014 19:53 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

Wang, B.; Cheng, J.; Xu, Z.; Xu, X.; Shao, X.; Li, Z. Synthesis and Biological Activity Evaluation of Novel β-Substituted Nitromethylene Neonicotinoid Analogues. Molecules 2012, 17, 10014-10025.

AMA Style

Wang B, Cheng J, Xu Z, Xu X, Shao X, Li Z. Synthesis and Biological Activity Evaluation of Novel β-Substituted Nitromethylene Neonicotinoid Analogues. Molecules. 2012; 17(9):10014-10025.

Chicago/Turabian Style

Wang, Baozhu; Cheng, Jiagao; Xu, Zhiping; Xu, Xiaoyong; Shao, Xusheng; Li, Zhong. 2012. "Synthesis and Biological Activity Evaluation of Novel β-Substituted Nitromethylene Neonicotinoid Analogues." Molecules 17, no. 9: 10014-10025.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert