Innovation Center of Pesticide Research, Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China.
State Key Laboratory for Biology of Plant Diseases and Insect Pests, Institute of Plant Protection and Shenzhen Agricultural Genome Research Institute, Chinese Academy of Agricultural Sciences, Beijing 100193, China.
J Agric Food Chem. 2022 Aug 24;70(33):10326-10336. doi: 10.1021/acs.jafc.2c03751. Epub 2022 Aug 12.
Asian corn borer () is one of the most destructive pests in agriculture. Three chitinases ChtI, ChtII, and Chi-h are regarded as potential targets for discovering novel agrochemicals to control . In this study, piperine ( = 43.78∼83.03 μM) was first shown to exhibit inhibitory activities against all three chitinases. Subsequently, 19 novel piperine derivatives were rationally designed based on the conserved aromatic residues of three chitinases and then synthesized. Among them, Compound ( = 11.78∼22.82 μM) was identified as the most effective multichitinase inhibitor and indeed displayed higher insecticidal activity against than dual- or single-chitinase inhibitors. Molecular mechanism studies clarified that Compound interacted with two conserved TRP and TYR of three chitinases in identical modes through hydrogen bonds, hydrophobic, and π-π interactions. Moreover, the microinjection experiment indicated that Compound exhibited substantial sublethal effects against by regulating its growth and development. This study provides evidence of multichitinase inhibitors to be applied in the control of .
亚洲玉米螟（）是农业中最具破坏性的害虫之一。三种几丁质酶 ChtI、ChtII 和 Chi-h 被认为是发现新型农用化学品以控制 的潜在靶标。在这项研究中，胡椒碱（=43.78∼83.03 μM）首先显示出对所有三种几丁质酶的抑制活性。随后，根据三种几丁质酶保守的芳香族残基，合理设计了 19 种新型胡椒碱衍生物，并进行了合成。其中，化合物（=11.78∼22.82 μM）被鉴定为最有效的多几丁质酶抑制剂，确实对 表现出比双或单几丁质酶抑制剂更高的杀虫活性。分子机制研究阐明，化合物通过氢键、疏水和π-π 相互作用以相同的方式与三种几丁质酶的两个保守的 TRP 和 TYR 相互作用。此外，微量注射实验表明，化合物通过调节其生长和发育对 表现出显著的亚致死作用。本研究为多几丁质酶抑制剂在 防治中的应用提供了证据。
