Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials

Bengt Erik Haug; Wenche Stensen; John S Svendsen

doi:10.1016/j.bmcl.2006.12.049

Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials

Bioorg Med Chem Lett. 2007 Apr 15;17(8):2361-4. doi: 10.1016/j.bmcl.2006.12.049. Epub 2006 Dec 21.

Authors

Bengt Erik Haug¹, Wenche Stensen, John S Svendsen

Affiliation

¹ Department of Chemistry, University of Tromsø, N-9037 Tromsø, Norway. bengt-erik.haug@farm.uib.no

PMID: 17350833
DOI: 10.1016/j.bmcl.2006.12.049

Abstract

Antimicrobial peptides have been recognized as a novel class of antibiotics, and several candidates are currently in clinical trials. In this work, a tripeptide derivative containing 4-iodo phenylalanine has been derivatized through the Suzuki-Miyaura cross-coupling. This has enabled the rapid and efficient synthesis of an array of tripeptide derivatives encompassing novel biaryl moieties. The peptide derivatives show high activity against Gram-positive bacteria.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Bacterial Agents / chemistry*
Anti-Bacterial Agents / pharmacokinetics
Anti-Bacterial Agents / pharmacology*
Calcium Signaling
DNA-Binding Proteins / antagonists & inhibitors
Humans
Inhibitory Concentration 50
Mice
Patch-Clamp Techniques
Pharmacokinetics
Protein Binding
Receptors, Somatostatin / antagonists & inhibitors
Trans-Activators / antagonists & inhibitors
Transcriptional Regulator ERG

Substances

Anti-Bacterial Agents
DNA-Binding Proteins
ERG protein, human
MCHR1 protein, human
Receptors, Somatostatin
Trans-Activators
Transcriptional Regulator ERG