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
收藏
页码：4515 / 4520
页数：6
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