Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (08): 1300-1311. Previous Articles     Next Articles

Reviews

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

李娜,魏学,范会涛,毕亮,李向阳,杨松,胡德禹,宋宝安*   

  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)
  • 收稿日期:2010-11-16 修回日期:2011-01-29 发布日期:2011-03-28
  • 通讯作者: 宋宝安 E-mail:gzgdjhzx@126.com;songbaoan22@yahoo.com;songbaoan1963@yahoo.com.cn

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

LI Na, WEI Xue, FAN Hui-Tao, BI Liang, LI Xiang-Yang, YANG Song, HU De-Yu, SONG Bao-An   

  1. (State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research and Development Center for Fine Chemicals, Guizhou University, Guiyang 550025)
  • Received:2010-11-16 Revised:2011-01-29 Published:2011-03-28

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 activities at 500 μg•mL-1 in vivo. Among these compounds such as 4b, 4o and 4q had moderate curative effects against cucumber mosaic virus (CMV) with in-hibitory 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 4l against tobacco 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%).

Key words: 2-cyano-3-phenylacrylate, 2-amino-4-methylbenzo[d]thiazole, synthesis, antiviral activity