文献类型：期刊文献

英文题名：Discovery of Novel 2,4,5-Trisubstituted Oxazoline Derivatives as Potent Acaricidal Agents

作者：Chang, Wenning[1,2];Wang, En[1,2];Zhou, Cong[1,2];Zhai, Na[1,2];Shao, Xusheng[1,2];Xu, Xiaoyong[1,2];Cheng, Jiagao[1,2];Yang, Wu-Lin[1,2];Li, Zhong[1,2]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China

年份：2025

卷号：73

期号：51

起止页码：32533

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20255219795921);WOS:【SCI-EXPANDED(收录号:WOS:001640451900001)】；

基金：This work was supported by the National Natural Science Foundation of China (22477027 and 22171081), the Shanghai Agricultural Science and Technology Innovation Project (K2023020), the Shanghai Agriculture Applied Technology Development Program (T2023309), the Shanghai Rising-Star Program (23QA1402600), the Natural Science Foundation of Shanghai Municipality (23ZR1416700), and the project of State Key Laboratory of Green Pesticide, Guizhou University (GPLKF202504). The authors gratefully acknowledge Shanghai GreenTech Laboratory Co. Ltd. for the assistance with the bioactivity assays.

语种：英文

外文关键词：etoxazole; acaricidal activity; molecular docking; density functional theory calculations; zebrafish toxicity

摘要：To overcome the high toxicity of etoxazole to aquatic invertebrates and its limited structural diversity while preserving its potent acaricidal activity, we successfully designed and synthesized 27 novel 2,4,5-trisubstituted oxazoline derivatives and systematically assessed their acaricidal activity. Among these, compounds 12q (LC50 = 0.84 mg/L) and 12u (LC50 = 0.74 mg/L) exhibited moderate ovicidal activity. Notably, compound 12aa exhibited good ovicidal (LC50 = 0.14 mg/L) and larvicidal activities (LC50 = 0.09 mg/L), highlighting its potential as a lead compound. Potential surface calculations and molecular docking studies indicated that differences in the lipophilicity of oxazoline derivatives as well as variations in their binding conformations within chitin synthase 1 of Tetranychus cinnabarinus (TcCHS1), might account for the observed differences in biological activity. Additionally, density functional theory (DFT) calculations further supported the design rationale. Zebrafish toxicity assays revealed that compounds 12q, 12u, and 12aa exhibited significantly lower acute toxicity, underscoring their potential as a safer alternative for pest management. Our current study has identified a novel 2,4,5-trisubstituted oxazoline scaffold with moderate acaricidal activity and reduced toxicity to zebrafish.