新型2-芳基-4-烷基噻唑甲酸衍生物的设计、合成与生物活性研究  

Design,Synthesis and Bioactivity of Novel 2-Aryl-4-alkylthiazole-5-carboxylic Acid Derivatives

作　　者：朱有全[1] 王丹阳[1] 袁燕伟[1] 马源[1] 邹小毛[1] 杨华铮[1] 

机构地区：[1]南开大学元素有机化学研究所、元素有机化学国家重点实验室,天津300071

出　　处：《有机化学》2012年第11期2115-2121,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20772066;21072108);国家973计划(No.2010CB126103);"十二五"科技支撑计划(No.2011BAE06B05-3)资助项目~~

摘　　要：为了发现具有良好生物活性的新型先导化合物,通过活性亚结构拼接方法,在保留噻唑菌胺、甲噻灵和噻氟菌胺等中的1,3-噻唑-5-羰基活性部分,将具有良好生物多样性的苯氧乙酸酯基团引入,设计合成了一系列含苯氧乙酸酯基团结构的1,3-噻唑类化合物.以β-酮酸酯和对羟基硫代苯甲酰胺为原料,经6步反应制得目标物,其结构经1H NMR,IR及高分辨质谱确证,并对该类化合物合成方法进行了探讨.初步生测结果表明,部分化合物对小麦赤霉表现出明显的抑制活性,在50μg/mL浓度下对小麦赤霉的抑制率达到52%.To find new lead compounds with muti-bioactivities, a series of novel 1,3-thiazole-5-carboxylic acid derivatives containing aryloxyacetate were designed via the method of linking active sub-structures, in which the aryloxyacetate with multi-bioactivity was combined to the 1,3-thiazole moiety of ethaboxam, metsulfovax and thifluzamide. The target compounds were synthesized from β-keto acid ester and 4-hydroxybenzothioamide in 6 steps. Their structures were confirmed by 1H NMR, IR and HRMS techniques. The preliminary bioassay results indicated that some compounds showed obvious inhibition effects against Fusarium graminearum, and the fungicidal activity of 1j is 52% at 50 μg/mL.

关 键 词：1 3-噻唑 活性亚结构 苯氧乙酸酯 噻氟菌胺 杀菌活性 除草活性 

分 类 号：TQ450.1[化学工程—农药化工]