Syntheses and Insecticidal Activity of Spirocyclic Tetronic Acid Derivatives Containing Oxime Ether Moiety

Abstract

In order to develop novel spirocyclic tetronic acid lead compounds, a series of new spirocyclic tetronic acid derivatives containing oxime ether moiety was synthesized and bioassayed. The structures of 16 target com-pounds were characterized by ¹H NMR spectra, ¹³C NMR spectra and high-resolution mass spectrometer(HRMS). Preliminary bioassays indicated that most of the title compounds displayed excellent insecticidal activity against Aphis fabae and Nilaparvata lugens at 100 mg/L. In particular, compound 6k showed the similar activity(LC₅₀= 6.87 mg/L) against A. fabae as the spirotetramat(LC₅₀=4.56 mg/L) and had better effects(LC₅₀=1.64 mg/L) against N. lugens in comparison with spirotetramat(LC₅₀=7.90 mg/L). The study showed that compound 6k exhibited more promising and broad-spectrum insecticide activity and may serve as a new insecticidal agent for sucking pests.

Keywords

Spirocyclic tetronic acid derivative / Insecticidal activity / Oxime ether moiety

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