2-氰基-3-甲硫基-3-苄氨基丙烯酸取代苯氧乙酯的合成及其除草活性  

Synthesis and Hill Inhibitory Activity of 2-Cyano-3-methylthiobenzyl Acrylates

作　　者：高颖[1] 陈晓芳[1] 刘斌[1] 邹小毛[1] 胡方中[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：《高等学校化学学报》2005年第6期1058-1061,共4页Chemical Journal of Chinese Universities

基　　金：国家重点基础研究发展规划(批准号:2003CB114400);国家自然科学基金(批准号:20172031;20372040);教育部博士点专项基金资助.

摘　　要：基于D1蛋白结构模型,设计并合成了一系列2-氰基-3-甲硫基-3-苄氨基丙烯酸取代苯氧乙酯,结构经1HNMR、元素分析和IR确证.生物活性结果表明,化合物显示出较好的Hill反应抑制活性;而酯基部分的乙氧乙氧基被苯氧乙氧基取代后,活性有所下降,其原因可能是苯环分散了β-氧原子上的电荷密度,使之与Ser268的结合力降低,这进一步证实了Ser268位点的重要性.同时实验结果证明,苯环上的取代基对化合物活性有一定影响.Acrylates are important PSⅡ inhibitors, which always have high herbicidal activities. Based on target′s structure, bio-rational molecular design and our previous studies, the title compounds were synthesized. All compounds were structurally confirmed by ()~1H NMR, elemental analysis and IR. The Hill reaction inhibitory activity of them was tested and the results indicated that some showed the moderate inhibitory activity, in the result of that the benzene ring reduced the electron density of the β-oxygen atom in the ester chain, and hindered the better interaction between it and (Ser 268.) The relationship between the structure and activity was analyzed, which indicated the substituents on the benzene ring have influence on the activities.

关 键 词：PSⅡ抑制剂 丙烯酸酯 除草活性 构效关系 

分 类 号：O626[理学—有机化学]