Literature DB >> 17350833

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

Bengt Erik Haug1, Wenche Stensen, John S Svendsen.   

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.

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Year:  2006        PMID: 17350833     DOI: 10.1016/j.bmcl.2006.12.049

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  Chemical space screening around Phe3 in opioid peptides: Modulating µ versus δ agonism by Suzuki-Miyaura cross-couplings.

Authors:  Tom Willemse; Emilie Eiselt; Karlijn Hollanders; Wim Schepens; Herman W T van Vlijmen; Nga N Chung; Véronique Blais; Brain Holleran; Jean-Michel Longpré; Peter W Schiller; Bert U W Maes; Philippe Sarret; Louis Gendron; Steven Ballet
Journal:  Bioorg Med Chem Lett       Date:  2018-05-12       Impact factor: 2.823

2.  Relative spatial positions of tryptophan and cationic residues in helical membrane-active peptides determine their cytotoxicity.

Authors:  Øystein Rekdal; Bengt Erik Haug; Manar Kalaaji; Howard N Hunter; Inger Lindin; Ingrid Israelsson; Terese Solstad; Nannan Yang; Martin Brandl; Dimitrios Mantzilas; Hans J Vogel
Journal:  J Biol Chem       Date:  2011-11-04       Impact factor: 5.157

3.  Anti-Colonization Effect of Au Surfaces with Self-Assembled Molecular Monolayers Functionalized with Antimicrobial Peptides on S. epidermidis.

Authors:  Eskil André Karlsen; Wenche Stensen; Eric Juskewitz; Johan Svenson; Mattias Berglin; John Sigurd Mjøen Svendsen
Journal:  Antibiotics (Basel)       Date:  2021-12-10
  3 in total

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