2-氰基-3-(4-甲基苯并[d]噻唑-2-氨基)-3-苯基丙烯酸酯类化合物的合成及抗病毒活性  

Synthesis and Antiviral Activity of 2-Cyano-3-(4-methyl-benzo[d]thiazol-2-amino)-3-phenyl Acrylate Derivatives

作　　者：李娜[1] 魏学[1] 范会涛[1] 毕亮[1] 李向阳[1] 杨松[1] 胡德禹[1] 宋宝安[1] 

机构地区：[1]贵州大学精细化工研究开发中心绿色农药与农业生物工程国家重点实验室培育基地/教育部重点实验室贵阳550025

出　　处：《有机化学》2011年第8期1300-1311,共12页Chinese Journal of Organic Chemistry

基　　金：国家重点基础研究发展计划(“973”计划)(No.2010CB126105);国家“973”计划前期(No.2010CB134504);国家自然科学基金(No.20872021)资助项目

摘　　要：以氰乙酸乙酯(氰乙酸)为起始原料,经酯化、缩合、氯化,然后与2-氨基-4-甲基苯并[d]噻唑反应,合成了20个新化合物4.所有化合物结构经过IR,1H NMR,13C NMR和元素分析确证.初步生物活性测试表明:在500μg·mL-1浓度下,该类化合物4具有一定的抗黄瓜花叶病毒(CMV)及抗烟草花叶病毒(TMV)室内活体治疗活性,其中化合物4b,4o,4q对CMV具有较好的活体治疗活性(抑制率分别为45.81%,43.20%,43.09%),化合物4d,4f,4h,4l对TMV具有较好的活体治疗活性(抑制率分别为45.68%,45.19%,45.86%,44.32%),对照药宁南霉素的活体治疗活性分别为56.31%,54.63%.In order to explore novel cyanoacrylates with highly antiviral activity, twenty new compounds 4 were synthesized by using ethyl cyanoacetate （cyanoacetic acid） as starting material, in four steps reaction including esterification, condensation, chlorination, and reaction with 2-amino-4-methylbenzo[d]thiazole. All synthesized new compounds were confirmed by IR, 1H NMR, 13C NMR spectra and elemental analysis. The preliminary bioassay revealed that title compounds possessed moderate to anti-CMV, anti-TMV activi- ties at 500 ktg＇mL-~ in vivo. Among these compounds such as 4b, 40 and 4q had moderate curative effects against cucumber mosaic virus （CMV） with inhibitory rate of 45.81%, 43.20% and 43.09%, respectively. The preliminary antiviral bioassay results showed that the curative effects of 4d, 4f, 4h and 41 against to- bacco mosaic virus （TMV） were 45.68%, 45.19%, 45.86% and 44.32%, respectively, which is almost similar to that obtained from the standard Ningnanmycin （56.31%, 54.63%）.

关 键 词：2-氰基-3-苯基丙烯酸酯 2-氨基-4-甲基苯并[d]噻唑 合成 抗病毒活性 

分 类 号：TQ450.1[化学工程—农药化工]