Synthesis of carbazole-linked cyclic and acyclic peptoids with antibacterial activity

被引:20
作者
Bremner, JB
Coates, JA
Keller, PA
Pyne, SG
Witchard, HM
机构
[1] Univ Wollongong, Dept Chem, Wollongong, NSW 2522, Australia
[2] AMRAD Operat Pty Ltd, Burnley, Vic 3121, Australia
关键词
cyclic peptide; antibacterial; ring-closing metathesis; carbazole;
D O I
10.1016/j.tet.2003.09.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper describes the synthesis of several novel cyclic and acyclic peptoids, the former structurally comprising a tripeptide moiety linked through a carbazole scaffold. In a key step, a ring-closing metathesis reaction was used giving efficient access to this new class of cyclic peptoids. The target compounds were tested against Staphylococcus aureus (ATCC 6538P) and their minimum inhibitory concentration (MIC) values were determined. These compounds showed moderate to poor activities with MIC values ranging from 15-250 mug/mL. (C) 2003 Elsevier Ltd. All richts reserved.
引用
收藏
页码:8741 / 8755
页数:15
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