文献类型：期刊文献

英文题名：CINCHONA ALKALOID THIOUREA-CATALYZED ONE-POT SYNTHESIS AND BIOSELECTIVE ACTIVITIES OF beta-AMINO ACID ESTER DERIVATIVES CONTAINING A PYRIMIDINE MOIETY

作者：Bai, Song Liu, Shan Zhu, Yunying Wei, Xian Zhao, Kunhong Li, Weihua Wu, Qin

第一作者：柏松;Bai, Song

通信作者：Bai, S[1];Wu, Q[1];Bai, S[2];Wu, Q[2]

机构：[1]Guizhou Inst Technol, Sch Chem Engn, Guiyang 550003, Guizhou, Peoples R China;[2]Guizhou Univ, Minist Educ, Key Lab Green Pesticide & Agr Bioengn, 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;[4]Zhejiang Univ Technol, Key Lab Green Pesticides & Cleaner Prod Technol Z, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, 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;corresponding author), Guizhou Univ, Minist Educ, Key Lab Green Pesticide & Agr Bioengn, Guiyang 550025, 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：96

期号：8

起止页码：1383-1397

外文期刊名：HETEROCYCLES

收录：;Scopus(收录号：2-s2.0-85052101075);WOS:【SCI-EXPANDED(收录号:WOS:000445987800004)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (Gran No. 21602039), the Natural Science Foundation of Guizhou Province (Gran No. Qian Ke He Ji Chu[2017]1066), the Opening Foundation of the Key Laboratory of Green Pesticide and Agricultural Bioengineering, the Ministry of Education, Guizhou University (Grant No. 2016GDGP0103), The Research Center for Microreaction Engineering of Guizhou Colleges and Universities (Grant No. Qian Jiao He KY Zi[2015]339), and the Academic Sprout Cultivation and Exploring Innovation Project of Guizhou Institute of Technology (Grant No. Qian Ke He Ping Tai Ren Cai [2017]5789-06).

语种：英文

摘要：We have studied the synthesis of enantiomerically pure optically active beta-amino acid ester derivatives with good biological activities. Here, we report that both enantiomers of beta-amino acid ester derivatives that contain a pyrimidine moiety can be produced in an enantioselective Mannich-type one-pot reaction with good yields and excellent enantiomeric excess (up to >99% ee) by chiral cinchona alkaloid thiourea catalysts. An evaluation of the antiviral activities of our reaction products against tobacco mosaic virus (TMV) was promising with high and selective biological activities. Compound (-)-4h showed an excellent anti-TMV activity (curative activity, 56.1%; inactivation activity, 70.7%; protection activity, 95.7%) at 500 mu g/mL. These values exceed those of the commercially available antiviral agent, ningnanmycin (curative activity, 52.6%; inactivation activity, 62.0%; protection activity, 90.2%). These novel chiral compounds could be used as protective agents against TMV disease.