Synthesis and Activity of Sex Pheromone Antagonist of Macdunnoughia crassisigna Warren

doi:10.16409/j.cnki.2095-039x.2020.05.010

Abstract

Abstract: Macdunnoughia crassisigna Warren is an important leaf-eating lepidopteran insect pest on legume crops and cruciferous vegetables. Being voracious and migratory, M. crassisigna has become an important agricultural pest in the Northeast China and North China. Due to the lack of effective green management technology, chemical pesticides are still one of the effective methods to control M. crassisigna. In order to improve the control of M. crassisigna, fourteen novel sex pheromone analogues were designed and synthesized by esterification reaction, based on the structure of sex pheromone components (Z7-12:Ac and Z9-14:Ac). All compounds were confirmed by Gas Chromatography-Mass Spectrometry (GC-MS), nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). Direct EAG activity tests on the antennae of M. crassisigna revealed that 11 analogues elicited high EAG responses. The EAG inhibition tests found that sex pheromone analogs 4, 13 and 14 had obvious inhibitory effects. At a dose of 100 μg, the inhibition rate of analog 4 on Z7-12:Ac reached 50.2%. The wind tunnel test results showed that when analog 4 was added at 1500 μg, no males reached the wind tunnel lures. Field test results indicated that analog 4 showed strong inhibitory activity when added at different doses. When analog 4 was added at 150 μg or 1500 μg, the average trapping catches were significantly lower than SP, resulting in inhibition rates of 56.9% and 59.3%, respectively. The results are helpful to reveal the regulation of sex pheromone antagonists on the intra-species chemical communication of M. crassisigna, and provide new ideas and means for green management of M. crassisigna.

Key words: Macdunnoughia crassisigna, sex pheromone analog, chemical synthesis, antagonist, bioactivity

CLC Number:

S476

WANG Liuyang, WENG Aizhen, ZHANG Yunhui, ZHANG Zhi, QUAN Haiyuan, MA Haoyun, LI Hui, MEI Xiangdong, MU Changqing, SHE Dongmei, NING Jun. Synthesis and Activity of Sex Pheromone Antagonist of Macdunnoughia crassisigna Warren[J]. Chinese Journal Of Biological Control, 2020, 36(5): 672-684.

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