文献类型：期刊文献

英文题名：Asymmetric synthesis and antiviral activity of novel chiral amino-pyrimidine derivatives

作者：Bai, Song Liu, Shan Zhu, Yunying Wu, Qin

第一作者：Bai, Song

通信作者：Bai, S[1]|[1444086c12c707ddfe99e]柏松;

机构：[1]Guizhou Inst Technol, Sch Chem Engn, Guiyang 550003, Guizhou, Peoples R China;[2]Guizhou Univ, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Guizhou, Peoples R China;[3]Guiyang Municipal Publ Secur Bur, Drug Identificat Ctr Guiyang Municipal Publ Secur, Guiyang 550081, Guizhou, Peoples R China

第一机构：贵州理工学院化学工程学院

通信机构：corresponding author), Guizhou Inst Technol, Sch Chem Engn, Guiyang 550003, Guizhou, Peoples R China.|贵州理工学院化学工程学院;贵州理工学院;

年份：2018

卷号：59

期号：33

起止页码：3179-3183

外文期刊名：TETRAHEDRON LETTERS

收录：;Scopus(收录号：2-s2.0-85049728107);WOS:【SCI-EXPANDED(收录号:WOS:000440881500006)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (Grant No. 21602039), the Natural Science Foundation of Guizhou Province (Grant No. Qian Ke He Ji Chu[2017]1066), the opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University (Grant No. 2016GDGP0103), and The Research Center for Microreaction Engineering of Guizhou Colleges and Universities (Grant No. Qian Jiao He KY Zi[2015]339). We thank LetPub for providing linguistic assistance during the preparation of this manuscript.

语种：英文

外文关键词：Asymmetric synthesis; Amino-pyrimidine derivatives; Antiviral activity; Cinchona alkaloid catalyst; Tobacco mosaic virus

摘要：By using a chiral cinchona alkaloid-squaramide catalyst, a series of both enantiomers of novel aminopyrimidine derivatives can be obtained in an enantioselective three-component one-pot Mannich reaction with high yields and excellent enantioselectivities. In addition, these chiral derivatives were found to exhibit higher antiviral activities against tobacco mosaic virus (TMV) in vivo than the commercial agent ningnanmycin. In particular, chiral compounds (R)-4b and (R)-4e showed excellent antiviral activity against TMV at a concentration of 500 mu g/mL, with a curative activity of 56.8% and 55.2%, respectively, a protection activity of 69.1% and 67.1%, respectively, and an inactivation activity of 91.5% and 94.3%, respectively. These values are superior to those of the agent ningnanmycin (which has curative, protective, and inactivation activities of 52.9%, 62.8%, and 90.4%, respectively). The antiviral mechanisms and enhanced antiviral activities of these chiral derivatives are interesting subjects for future investigation. (C) 2018 Elsevier Ltd. All rights reserved.