Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives

doi:10.1007/s40242-019-8273-8

高等学校化学研究 ›› 2019, Vol. 35 ›› Issue (1): 21-25.doi: 10.1007/s40242-019-8273-8

Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives

JIANG Ling^1,2, YE Wenting², SU Weike^1,2, YU Chuanming²

1. Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, P. R. China;
2. Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, P. R. China

收稿日期:2018-08-30 修回日期:2018-10-17 出版日期:2019-02-01 发布日期:2018-11-26
通讯作者: YU Chuanming E-mail:ycm@zjut.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.21706236), the China Postdoctoral Science Foundation (No.2016M592012) and the Foundation for Selected Postdoctoral Project of Zhejiang Province, China(No.BSH1502150).

Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives

JIANG Ling^1,2, YE Wenting², SU Weike^1,2, YU Chuanming²

1. Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, P. R. China;
2. Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, P. R. China

Received:2018-08-30 Revised:2018-10-17 Online:2019-02-01 Published:2018-11-26
Contact: YU Chuanming E-mail:ycm@zjut.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21706236), the China Postdoctoral Science Foundation (No.2016M592012) and the Foundation for Selected Postdoctoral Project of Zhejiang Province, China(No.BSH1502150).

摘要/Abstract

摘要： A new method for the synthesis of 1, 4-dihydropyridine (1, 4-DHP) calcium channel antagonists felodipine, nitrendipine and their derivatives via papain-catalyzed three-component reactions of aldehyde, methyl acetoacetate and ethyl 3-aminocrotonate was developed. Operational simplicity, mild reaction conditions and eco-friendliness are the key features of this protocol.

关键词: Papain, Catalytic promiscuity, Multicomponent reaction, 1,4-Dihydropyridine calcium channel antagonist

Abstract: A new method for the synthesis of 1, 4-dihydropyridine (1, 4-DHP) calcium channel antagonists felodipine, nitrendipine and their derivatives via papain-catalyzed three-component reactions of aldehyde, methyl acetoacetate and ethyl 3-aminocrotonate was developed. Operational simplicity, mild reaction conditions and eco-friendliness are the key features of this protocol.

Key words: Papain, Catalytic promiscuity, Multicomponent reaction, 1,4-Dihydropyridine calcium channel antagonist

JIANG Ling, YE Wenting, SU Weike, YU Chuanming. Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives[J]. 高等学校化学研究, 2019, 35(1): 21-25.

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Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives

Application of Enzymatic Promiscuity in Pharmaceutical Synthesis: Papain-catalyzed One-pot Synthesis of 1,4-Dihydropyridine Calcium Channel Antagonists and Derivatives

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