文献类型：期刊文献

英文题名：Design, Synthesis, Bioactivity, and Tentative Exploration of Action Mode for Benzyl Ester-Containing Derivatives

作者：Yuan, Qinglong[1];Fu, Wen[1,6];Li, Xiaoyan[2];Xu, Zhiping[1];Liu, Xili[3,4];Li, Zhong[1,5];Shao, Xusheng[1,5,7,8]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]China Agr Univ, Yantai Inst, Coll Humanities & Econ Management, Yantai 264670, Shandong, Peoples R China;[3]Northwest A&F Univ, Coll Plant Protect, State Key Lab Crop Stress Resistance & High Effici, Yangling 712100, Shaanxi, Peoples R China;[4]China Agr Univ, Coll Plant Protect, Dept Plant Pathol, Beijing 100193, Peoples R China;[5]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[6]Guizhou Univ, Natl Key Lab Green Pesticide, Guiyang 550025, Guizhou, Peoples R China;[7]East China Univ Sci & Technol, Sch Pharm, Shanghai Frontier Sci Res Base Optogenet Tech Cell, Shanghai 200237, Peoples R China;[8]East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Sch Pharm, Minist Educ, Shanghai 200237, Peoples R China

年份：2024

卷号：72

期号：29

起止页码：16112

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20243016753070);WOS:【SCI-EXPANDED(收录号:WOS:001276293700001)】；

基金：This work was financially supported by the National Natural Science Foundation of China(nos. 21877039 and 32072441),the National Key Research and Development Program of China(2018YFD0200100), the Innovation Program of Shanghai Municipal Education Commission(2017-01-07-00-02-E00037),the Tobacco and Health funding program(No. 2022539200340111), the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission), and the project of National Key Laboratory of Green Pesticide/Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education,Guizhou University(No. SKL-GPL-KF-202405).

语种：英文

外文关键词：benzyl ester; antifungal activity; active splicing; structure-activity relationships; action mode

摘要：The active splicing strategy has witnessed improvement in bioactivity and antifungal spectra in pesticide discovery. Herein, a series of simple-structured molecules (Y1-Y53) containing chloro-substituted benzyl esters were designed using the above strategy. The structure-activity relationship (SAR) analysis demonstrated that the fatty acid fragment-structured esters were more effective than those containing an aromatic acid moiety or naphthenic acid part. Compounds Y36 and Y41, which featured a thiazole-4-acid moiety and trifluoromethyl aliphatic acid part, respectively, exhibited excellent in vivo curative activity (89.4%, 100 mg/L Y36) and in vitro fungicidal activity (EC50 = 0.708 mg/L, Y41) against Botrytis cinerea. Determination of antifungal spectra and analysis of scanning electron microscopy (SEM), membrane permeability, cell peroxidation, ergosterol content, oxalic acid pathways, and enzymatic assays were performed separately here. Compound Y41 is cost effective due to its simple structure and shows promise as a disease control candidate. In addition, Y41 might act on a novel target through a new pathway that disrupts the cell membrane integrity by inducing cell peroxidation.