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Synthesis of carbazole-linked cyclic and acyclic peptoids with antibacterial activity
Authors:John B. Bremner  Jonathan A. CoatesPaul A. Keller  Stephen G. Pyne
Affiliation:a Department of Chemistry, University of Wollongong, Northfields Avenue, Wollongong, NSW 2522, Australia
b AMRAD Operations Pty Ltd, Burnley, Vic. 3121, Australia
Abstract: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 μg/mL.
Keywords:cyclic peptide   antibacterial   ring-closing metathesis   carbazole
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