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4-羟基-3-取代苯基-2H-苯并吡喃-2-酮衍生物的合成及杀菌活性
引用本文:秦杰,王婷瑾,柳爱平,尹笃林,何莲,姚远,祝小星,黄明智.4-羟基-3-取代苯基-2H-苯并吡喃-2-酮衍生物的合成及杀菌活性[J].农药,2009,48(5).
作者姓名:秦杰  王婷瑾  柳爱平  尹笃林  何莲  姚远  祝小星  黄明智
作者单位:1. 湖南化工研究院,国家农药创制工程技术研究中心,长沙,410007;湖南师范大学,化学生物学及中药分析教育部
2. 湖南化工研究院,国家农药创制工程技术研究中心,长沙,410007
3. 湖南师范大学,化学生物学及中药分析教育部
基金项目:国家自然科学基金,湖南省自然科学基金,国家资助项目 
摘    要:以水杨酸甲酯和取代苯乙酸为原料.经缩合、环化得到中间体4-羟基-3-取代苯基-2H-苯并吡喃-2-酮,与酰氯反应,合成了16个未见文献报道的4-羟基-3-取代苯基-2H-苯并吡喃-2-酮衍生物(3),所有目标化合物结构均通过1H NMR、IR和LC/MS确证.初步生物活性测试表明:在质量浓度25 mg/L下,化合物3k和30对黄瓜灰霉病菌抑制率分别为67.3%和73.9%;在质量浓度500 mg/L下,化合物3d、3k和3e对稻纹枯病菌的活性分别为75.0%、73.6%和100%.

关 键 词:苯并吡喃衍生物  合成  杀菌活性

Synthesis and Fungicidal Activity of 4-Hydroxy-3-(substituted phenyl)-2H-benzopyran-2-one Derivatives
QIN Jie,WANG Ting-jin,LIU Ai-ping,YIN Du-lin,HE Lian,YAO Yuan,ZHU Xiao-xing,HUANG Ming-zhi.Synthesis and Fungicidal Activity of 4-Hydroxy-3-(substituted phenyl)-2H-benzopyran-2-one Derivatives[J].Pesticides,2009,48(5).
Authors:QIN Jie  WANG Ting-jin  LIU Ai-ping  YIN Du-lin  HE Lian  YAO Yuan  ZHU Xiao-xing  HUANG Ming-zhi
Affiliation:1.National Engineering Research Center for Agrochemicals;Hunan Research Institute of Chemical Industry;Changsha 410007;China;2.Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research;Ministry of Education;Hunan Normal University;Changsha 410081;3.Institute of Organic Synthesis;Central China Normal University;Wuhan 430079;China
Abstract:Sixteen novel 4-hydroxy-3-(substituted phenyl)-2H-benzopyran-2-one derivatives(3)were synthesized by steps of condensation,cyclization and acylation starting from methyl salicylate and substituted phenylacetic acid.The chemical structures of the target compounds were confirmed by 1 H NMR,LC/MS and IR.Preliminary bioassay showed that compounds 3k and 3o possessed 67.3 and 73.9%fungicidal control against Botrytis cinerea at the concentration of 25 mg/L,and compounds 3d,3k and 3e showed 75.0,73.6 and 100%fungi...
Keywords:benzopyran  synthesis  fungicidal activity  
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