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Int J Mol Sci. 2011;12(12):9596-604. doi: 10.3390/ijms12129596. Epub 2011 Dec 20.

Synthesis and insecticidal activities of new ester-derivatives of Celangulin-V.

Author information

1
Institute of Pesticide Science, Northwest A&F University, Yangling, Shaanxi 712100, China. nwzjw@yahoo.com

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, (1)H-NMR, (13)C-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; biorational pesticides; dihydroagarofuran

PMID:
22272151
PMCID:
PMC3257148
DOI:
10.3390/ijms12129596
[Indexed for MEDLINE]
Free PMC Article

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