Issue 42, 2013

Synthesis of cephalosporin-3′-diazeniumdiolates: biofilm dispersing NO-donor prodrugs activated by β-lactamase

Abstract

Use of biofilm dispersing NO-donor compounds in combination with antibiotics has emerged as a promising new strategy for treating drug-resistant bacterial biofilm infections. This paper details the synthesis and preliminary evaluation of six cephalosporin-3′-diazeniumdiolates as biofilm-targeted NO-donor prodrugs. Each of the compounds is shown to selectively release NO following reaction with the bacteria-specific enzyme β-lactamase and to trigger dispersion of Pseudomonas aeruginosa biofilms in vitro.

Graphical abstract: Synthesis of cephalosporin-3′-diazeniumdiolates: biofilm dispersing NO-donor prodrugs activated by β-lactamase

Supplementary files

Article information

Article type
Communication
Submitted
01 Feb 2013
Accepted
15 Apr 2013
First published
15 Apr 2013

Chem. Commun., 2013,49, 4791-4793

Synthesis of cephalosporin-3′-diazeniumdiolates: biofilm dispersing NO-donor prodrugs activated by β-lactamase

N. R. Yepuri, N. Barraud, N. S. Mohammadi, B. G. Kardak, S. Kjelleberg, S. A. Rice and M. J. Kelso, Chem. Commun., 2013, 49, 4791 DOI: 10.1039/C3CC40869H

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