Facile synthesis of benzamides to mimic an α-helix

被引：60

作者：

Ahn, Jung-Mo ^{[1
]}

Han, Sun-Young ^{[1
]}

机构：

[1] Univ Texas, Dept Chem, Richardson, TX 75080 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 20期

关键词：

alpha-helix mimetics; benzamide scaffold; glucagon antagonists; inhibitors for protein-protein interaction;

D O I：

10.1016/j.tetlet.2007.03.108

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new alpha-helix mimetic was designed by using a benzamide as a rigid scaffold. It presents three functional groups corresponding to side chains of amino acids found at the i, i + 4, and i + 7 positions of an ideal alpha-helix, which are displayed on the same helical face. Its efficient synthesis was achieved by employing simple alkylation and amidation reactions which can be easily adapted for solid-phase synthesis. As a result, two tris-benzamides were produced to mimic two helical regions found in a peptide hormone, glucagon. (C) 2007 Elsevier Ltd. All rights reserved.

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页码：3543 / 3547

页数：5

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