Synthesis of antibacterial 1,3-diyne-linked peptoids from an Ugi-4CR/Glaser coupling approach

被引：22

作者：

Brauer, Martin C. N. ^{[1
]}

Neves Filho, Ricardo A. W. ^{[1
]}

Westermann, Bernhard ^{[1
]}

Heinke, Ramona ^{[1
]}

Wessjohann, Ludger A. ^{[1
]}

机构：

[1] Leibniz Inst Plant Biochem, Dept Bioorgan Chem, D-06120 Halle, Germany

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 11卷

关键词：

antibacterial; combinatorial; diynes; homodimerization; multicomponent reactions; peptoids; Ugi reaction; MULTICOMPONENT REACTIONS; PEPTIDOMIMETICS; DISCOVERY; CHEMISTRY; PEPTIDES; PRODUCTS; DESIGN; ACID;

D O I：

10.3762/bjoc.11.4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A library of ten 1,3-diyne-linked peptoids has been synthesized through an Ugi four-component reaction (U-4CR) followed by a copper-catalysed alkyne homocoupling (Glaser reaction). The short and chemoselective reaction sequence allows generating diverse (pseudo) dimeric peptoids. A combinatorial version allows the one-pot preparation of, e.g., six-compound-libraries of homo- and heterodimers verified by ESI-MS and HPLC. In a preliminary evaluation, some compounds display moderate activity against the Gram-positive bacterium Bacillus subtilis.

引用

页码：1 / 6

页数：6

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