新型含1,3,4-噁二唑环结构的氰基丙烯酸酯类化合物的合成及生物活性研究  

Synthesis and Biological Activities of Novel Cyanoacrylates Containing 1,3,4-Oxadiazole Moiety

作　　者：石玉军[1,2] 李阳[2] 方源[2] 陈佳[1] 叶林玉 葛书山 戴红[1] 

机构地区：[1]南通大学化学化工学院,南通226019 [2]江苏科技大学环境与化学工程学院,镇江212003

出　　处：《有机化学》2016年第10期2472-2478,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21372135);江苏省"六大人才高峰"(No.2013-SWYY-013);南通市科技计划(Nos.AS2014011;CP12013002;MS22015020)资助项目~~

摘　　要：为了从氰基丙烯酸酯类化合物中寻找新的活性化合物,通过活性亚结构拼接方法,设计并合成了一系列未见文献报道的新型含1,3,4-噁二唑环的氰基丙烯酸酯类化合物.采用核磁共振氢谱、碳谱和元素分析确认了目标化合物的结构.初步的生物活性测试结果显示,在1500 g/ha剂量下,化合物8b对繁缕的茎叶处理抑制率为80%.化合物8j对小藜的茎叶处理抑制率为70%.另外,化合物8e,8k,8m和8n对人肝癌细胞株表现出较好的抗肿瘤作用,其IC50值分别为8.2,5.9,8.0和12.6μmol/L.In order to find new cyanoacrylate lead compounds, a series of novel cyanoacrylates carrying 1,3,4-oxadiazole moiety were prepared by the method of active substructure combination. The structures of the title compounds were characterized by ^1H NMR, ^13C NMR and elemental analysis. Preliminary bioassay data displayed that in postemergence treatment compound 8b had 80% herbicidal activity against Stellaria media at 1500 g/ha and compound 8j showed 70% herbicidal activity against Chenopodium serotinum L. at 1500 g/ha. Additionally, compounds 8e, 8k, 8m and 8n exhibited good anti-tumor activity against HepG2 cells with the IC50values of 8.2, 5.9, 8.0 and 12.6 μmol/L, respectively.

关 键 词：1 3 4-噁二唑 2-氰基丙烯酸酯 合成 生物活性 

分 类 号：O626[理学—有机化学]