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Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V
Institute of Pesticide Science, Northwest A&F University, Yangling, Shaanxi 712100, China
* Author to whom correspondence should be addressed.
Received: 17 August 2011; in revised form: 28 October 2011 / Accepted: 15 December 2011 / Published: 20 December 2011
Abstract: In order to develop new biorational pesticides, ten new 6-substituted ester derivatives of Celangulin-V were designed and synthesized. The structures of the new derivatives were confirmed by IR, 1H-NMR, 13C-NMR and ESI-MS spectral analysis. Insecticidal activities of these compounds were tested against the third-instar larvae of Mythimna separata. Two derivatives (1.1, 1.2) showed higher insecticidal activities than Celangulin-V, with mortality of 75.0% and 83.3%, respectively. While four compounds (1.3, 1.4, 1.7, 1.8) denoted lower insecticidal activities, the others (1.5, 1.6, 1.9, 1.10) revealed no activities at a concentration of 10 mg.mL−1. The results suggest that C-6 substitutions of Celangulin-V are very important in determining the insecticidal activities of its ester-derivatives. That the acetyl (1.1) and propionyl (1.2) derivatives possessed much higher insecticidal activities than Celangulin-V itself supported the view that Celangulin-V has the potential to be a lead structure of semi-synthetic green insecticides.
Keywords: Celastraceae; dihydroagarofuran; biorational pesticides
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Zhang, J.; Hu, Z.; Li, S.; Wu, W. Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V. Int. J. Mol. Sci. 2011, 12, 9596-9604.
Zhang J, Hu Z, Li S, Wu W. Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V. International Journal of Molecular Sciences. 2011; 12(12):9596-9604.
Zhang, Jiwen; Hu, Zhan; Li, Shenkun; Wu, Wenjun. 2011. "Synthesis and Insecticidal Activities of New Ester-Derivatives of Celangulin-V." Int. J. Mol. Sci. 12, no. 12: 9596-9604.