1,2,4-噁二唑类化合物的设计、合成及杀菌活性  

Design,Synthesis and Anti-fungal Activity of 1,2,4-Oxadiazole Compounds

作　　者：陈钰 王锋[1] 裴鸿艳 刘东东 张静[1,2] 张立新 CHEN Yu;WANG Feng;PEI Hong-yan;LIU Dong-dong;ZHANG Jing;ZHNAG Li-xin(Liaoning Province Key Laboratory of Green Functional Molecular Design and Development,Shenyang Key Laboratory of Targeted Pesticides,Institute of Functional Molecules,Shenyang University of Chemical Technology,Shenyang Liaoning 110142,China;Metisa Biotechnology Co.,Ltd.,Nanning Guangxi 530000,China)

机构地区：[1]沈阳化工大学功能分子研究所辽宁省绿色功能分子设计与开发重点实验室沈阳市靶向农药重点实验室,辽宁沈阳110142 [2]广西思钺生物科技有限责任公司,广西南宁530000

出　　处：《当代化工》2023年第3期618-622,751,共6页Contemporary Chemical Industry

基　　金：南宁市科学研究与技术开发计划项目立项资助,重大科技专项(项目编号:20201043);南宁市创新创业领军人才“邕江计划”创业项目(项目编号:2020002-1)。

摘　　要：为了研发新型高效的杀菌剂,并对合成工艺和杀菌活性进行了研究。采用活性亚结构拼接和骨架跃迁的设计策略,以对氰基苯甲酸为起始原料,设计、合成了5个1,2,4-噁二唑类化合物,其化学结构均经过^(1)H NMR、^(13)C NMR和ESI-MS确证。生物活性测试结果表明,部分化合物具有良好的杀菌活性。质量浓度为6.25 mg·L^(-1)时,化合物A、B和C1对大豆锈病的抑菌率分别为90%、100%和95%;当质量浓度低至3.125 mg·L^(-1)时,化合物B和C1对大豆锈病仍有高达90%、80%的抑菌率;且化合物C1在质量浓度0.782 5 mg·L^(-1)时仍有轻微的抑菌活性。活性化合物A和B可作为先导化合物或候选杀菌剂进行深入研究与开发,且化合物C1的化学结构也具有一定的借鉴作用。In order to develop new and efficient fungicides,the synthesis process and bactericidal activity were studied.Five 1,2,4-oxadiazole compounds were designed and synthesized with 4-cyanobenzoic acid as the starting material,based on the methods of the skeleton transition and splicing of bioactive substructures.The structures were fully characterized by ^(1)H NMR,^(13)C NMR,and ESI-MS spectra.The results of biological activity showed that some compounds exhibited prominent antifungal activity,the inhibition rates of A,B and C1 against soybean rust at the mass concentration of 6.25 mg·L^(-1) were 90%,100%and 95%respectively.And the inhibition rate of compound B and C1 was as high as 90%and 80%at the mass concentration of 3.125 mg·L^(-1).Moreover,compound C1 still showed slight antifungal activity at the mass concentration of 0.7825 mg·L^(-1).Active compounds A and B can be used as lead compounds or candidate fungicides for further research and development,and the chemical structure of compound C1 can also be used for reference.

关 键 词：1 2 4-噁二唑 策略 合成 杀菌活性 大豆锈病 

分 类 号：TQ455.4[化学工程—农药化工]