新型(3-取代苯基-2-丙烯-1-亚基)-苯甲酰腙类化合物的设计、合成及生物活性研究  

Design, Synthesis and Biological Activity of Novel(3-Substituted phenyl-2-propen-1-ylidene)-benzoylhydrazones

作　　者：徐焱[1] 雷鹏[1] 凌云[1] 王圣文[1] 杨新玲[1] 

机构地区：[1]中国农业大学理学院应用化学系农业部农药化学及应用重点开放实验室,北京100193

出　　处：《有机化学》2014年第6期1118-1123,共6页Chinese Journal of Organic Chemistry

基　　金：国家重点基础研究发展计划(No.2010CB126104);国家"十二五"科技支撑计划课题(No.2011BAE06B05-5)资助项目~~

摘　　要：为了发现有高杀菌活性的先导化合物,通过活性亚结构拼接方法,将具有生物活性的肉桂醛与苯甲酰肼进行拼接,设计合成了一系列新型(3-取代苯基-2-丙烯-1-亚基)-酰腙类化合物.该类化合物以取代的苯甲酸为原料,经3步反应制得,结构经1H NMR,IR及元素分析确证.离体生测结果表明部分化合物对蘑菇酪氨酸酶及小麦赤霉病、黄瓜灰霉病和黄瓜炭疽病表现出一定的抑制活性,并对化合物进行了初步构效关系分析,其中化合物5r表现出与多氧霉素B相当的杀菌活性.To find new lead compound with high fungicidal activity, a series of novel（3-substituted phenyl-2-propen-1-ylidene）-benzoylhydrazones were designed via the method of linking active sub-structures which were cinnamaldehyde and benzoylhydrazine. The target compounds were synthesized from substituted benzoic acid in three steps. Their structures were confirmed by 1H NMR, IR spectra and elemental analysis. The in vitro bioassay results indicated that some target compounds showed obvious inhibitory activities against mushroom tyrosinase compared with lead cinnamaldehyde. Besides, some target compounds exhibit certain fungicidal activity against Fusarium graminearum, Botrytis cinerea and Colletotrichum lagenarium. Compound 5r exhibited equivalent fungicidal activities to polyoxin B at a concentration of 100 μg/mL. The preliminary structure-activity relationship was also analyzed for further optimization.

关 键 词：肉桂醛 苯甲酰腙 合成 酪氨酸酶 杀菌活性 

分 类 号：O621.3[理学—有机化学]