Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin

doi:10.6023/cjoc201411004

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (4): 843-850.DOI: 10.6023/cjoc201411004 Previous Articles Next Articles

ARTICLE

6,7-二氧代-4-芳胺香豆素的设计、合成及分子对接研究

王爱玲^a,b, 陶波^a, 艾纯芝^c, 郑学仿^b

a 东北农业大学农学院哈尔滨 150030;
b 大连大学辽宁省生物有机化学重点实验室大连 116622;
c 中国科学院大连化学物理研究所药品资源研发室大连 116023

收稿日期:2014-11-03 修回日期:2014-11-28 发布日期:2014-12-23
通讯作者: 陶波, 郑学仿 E-mail:botaol@163.com;walwzb@163.com
基金资助:
国家自然科学基金(No. 21271036)资助项目.

Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin

Wang Ailing^a,b, Tao Bo^a, Ai Chunzhi^c, Zheng Xuefang^b

a College of Agronomy, Northeast Agricultural University, Harbin 150030;
b Liaoning Key Laboratory of Bio-organic Chemistry, Dalian University, Dalian 116622;
c Laboratory of Pharmaceutical Resource Discovery, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023

Received:2014-11-03 Revised:2014-11-28 Published:2014-12-23
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21271036).

1. Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin.PDF(2060KB)

Abstract

Catechol-O-methyltransferase (COMT) inhibitors play an important role in the treatment of Parkinson's disease (PD). On the basis of the structure-activity relation (SAR) analysis of existing COMT inhibitors, entacapone and tolcapone, it has been derived that coumarin compounds containing catechol structures may have inhibitory bioactivities on COMT. Thus, the novel COMT inhibitors, 6,7-dioxo-4-arylaminocoumarin compounds, were designed, and their inhibitory bioactivities on COMT were investigated by theoretical calculation. The results show that ten 6,7-dioxo-4-aryl-aminocoumarin compounds exhibit good docking effect, especially 6,7-bis(2-methoxyethoxy)-4-phenylamino-2H-chromen-2-one (6b4) and 4-(3-ethynyl- phenyl)amino-6,7-bis(2-methoxyethoxy)-2H-chromen-2-one (6b5) which have the structure of catechol protected by methoxy ethyl group.

Key words: coumarin, COMT inhibitor, L-dopa, SAR, Parkinson's disease

Cite this article

Wang Ailing, Tao Bo, Ai Chunzhi, Zheng Xuefang. Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin[J]. Chin. J. Org. Chem., 2015, 35(4): 843-850.

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6,7-二氧代-4-芳胺香豆素的设计、合成及分子对接研究

Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin

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