Synthesis of novel imidazo[1,2-a]pyridine-4-hydroxy-2H-coumarins by Groebke-Blackburn-Bienayme multicomponent reaction as potential NS5B inhibitors

被引：31

作者：

Manvar, Parth ^{[1
]}

Shaikh, Faraz ^{[1
]}

Kakadiya, Rajesh ^{[1
]}

Mehariya, Krunal ^{[1
]}

Khunt, Ranjan ^{[1
]}

Pandey, Bipin ^{[1
]}

Shah, Anamik ^{[1
]}

机构：

[1] Saurashtra Univ, Dept Chem, Natl Facil Drug Discovery Complex, Ctr Excellence, Rajkot 360005, Gujarat, India

来源：

TETRAHEDRON | 2016年 / 72卷 / 10期

关键词：

Groebke-Blackburn-Bienayme reaction; Hepatitis C virus; 4-Hydroxy-3-Formylcoumarin; Imidazo[1,2-a]pyridine; NS5B inhibitors; Molecular docking; Multicomponent reaction (MCR); ONE-POT SYNTHESIS; 3-COMPONENT REACTION; DERIVATIVES; COUMARINS; DESIGN; 2-AMINOPYRIDINES; POLYMERASE; PYRAZINES; SCAFFOLD; 3D-QSAR;

D O I：

10.1016/j.tet.2016.01.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new series of imidazo[1,2-a]pyridine-coumarin hybrid has been developed by combining two biologically active pharmacophores coumarin and imidazo[1,2-a]pyridine following a Groebke-Blackburn-Bienayme multicomponent reaction (MCR). Molecular docking studies of these novel compounds with nonstructural protein 5B (NS5B) exhibited promising binding interactions by forming hydrogen bond at Ser476, Trp528, Arg422 and Arg501, directly and hydrophobic contacts with Leu419, IIe482, Leu497, Leu489, Met423, Leu474 and His475, which are potentially useful for a new scaffold discovery. (C)2016 Elsevier Ltd. All rights reserved.

引用

页码：1293 / 1300

页数：8

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