5-甲基异噁唑-4-甲酸肟酯衍生物的合成及抑菌活性  

Synthesis and antifungal activity of 5-methylisoxazole-4-carboxylic oxime esters

作　　者：张文广 刘函如 魏志敏 袁含笑 王瑞龙 张洪艳 张璟[1] 李秀环 雷鹏 ZHANG Wenguang;LIU Hanru;WEI Zhimin;YUAN Hanxiao;WANG Ruilong;ZHANG Hongyan;ZHANG Jing;LI Xiuhuan;LEI Peng(College of Plant Protection,Northwest A&F University,Yangling 712100,Shaanxi Province,China;State Key Laboratory of Crop Stress Biology for Arid Areas,Yangling 712100,Shaanxi Province,China;Shaanxi Research Center of Biopesticide Engineering&Technology,Yangling 712100,Shaanxi Province,China)

机构地区：[1]西北农林科技大学植物保护学院,陕西杨凌712100 [2]旱区作物逆境生物学国家重点实验室,陕西杨凌712100 [3]陕西省生物农药工程技术研究中心,陕西杨凌712100

出　　处：《农药学学报》2023年第2期468-473,共6页Chinese Journal of Pesticide Science

基　　金：国家自然科学基金(32001930);陕西省自然科学基础研究计划(2021JQ-147);大学生创新创业训练计划项目(X202210712090).

摘　　要：异噁唑是具有较好活性的五元杂环,本文设计并合成了15个5-甲基异噁唑-4-甲酸肟酯类新化合物,利用核磁氢谱、核磁碳谱和高分辨质谱对其结构进行确证,并测试了其对番茄灰霉病菌Botrytis cinerea、水稻纹枯病菌Rhizoctonia solani、苹果树腐烂病菌Valsa mali和小麦全蚀病菌Gaeumannomyces graminis的离体抑菌活性。结果表明,在50μg/mL下,目标化合物对供试病原菌均有一定的抑菌活性,其中化合物5g对番茄灰霉病菌的抑制活性优于先导化合物L1和肟菌酯,EC50值为1.95μg/mL。Isoxazole is a five-membered heterocycle with good activity.Fifteen new 5-methylisoxazole-4-carboxylic oxime esters were designed and synthesized in this paper.Their structures were determined by 1H NMR,13C NMR and HRMS.The in vitro antifungal activities against Botrytis cinerea,Rhizoctonia solani,Valsa mali and Gaeumannomyces graminis were evaluated.The bioactivity results showed that the target compounds had certain antifungal activities at the concentration of 50μg/mL.Particularly,compound 5g displayed better activity against B.cinerea than lead compound L1 and trifloxystrobin with an EC50 value of 1.95μg/mL.

关 键 词：异噁唑 杂环化合物 肟酯 抑菌活性 番茄灰霉病菌 

分 类 号：O626.2[理学—有机化学] TQ450.11[理学—化学]