Synthesis and biological evaluation of novel imidazole-containing macrocycles

被引：19

作者：

Nshimyumukiza, Prosper ^{[1
,2
]}

Van Den Berge, Emilie ^{[1
]}

Delest, Bruno ^{[1
,2
]}

Mijatovic, Tatjana ^{[3
]}

Kiss, Robert ^{[3
]}

Marchand-Brynaert, Jacqueline ^{[1
]}

Robiette, Raphael ^{[1
]}

机构：

[1] Catholic Univ Louvain, Inst Condensed Matter & Nanosci, B-1348 Louvain, Belgium

[2] Unibioscreen SA, B-1070 Brussels, Belgium

[3] Univ Libre Bruxelles, Inst Pharm, B-1050 Brussels, Belgium

来源：

TETRAHEDRON | 2010年 / 66卷 / 25期

关键词：

Central nervous system; Conformational flexibility; Imidazole; Inflammation; Macrocycles; RECEPTORS; AGONISTS; DESIGN;

D O I：

10.1016/j.tet.2010.04.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new family of compounds made of a 5-aryl-1H-imidazole motif included in a macrocycle has been designed and synthesized. The synthesis of the imidazole core makes use of our previously developed method for the regioselective preparation of 1,2,5-trisubstituted imidazoles while the construction of the macrocycle is based on a three steps sequence: SNAr, Suzuki coupling, and RCM reaction. Biological evaluation of synthesized imidazole-containing macrocycles revealed that they display actual binding activity toward A(3) adenosine (h) receptor, dopamine D-1 (h) receptor, chloride channel (GABA-gated), and choline transporter (h) CHT1. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：4515 / 4520

页数：6

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