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

Authors

Nageshwar Rao Yepuri, University of WollongongFollow
Nicolas Barraud, University of New South Wales
Nasim Shah Mohammadi, University of New South Wales
Bharat G. Kardak, University of WollongongFollow
Staffan Kjelleberg, University of New South Wales
Scott A. Rice, University of New South Wales
Michael J. Kelso, University of WollongongFollow

RIS ID

78416

Publication Details

Yepuri, N., Barraud, N., Mohammadi, N. Shah., Kardak, B. G., Kjelleberg, S., Rice, S. A. & Kelso, M. J. (2013). Synthesis of cephalosporin-3′-diazeniumdiolates: biofilm dispersing NO-donor prodrugs activated by β-lactamase. Chemical Communications, 49 (42), 4791-4793.

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.

Grant Number

NHMRC/568841

Additional Grant Number

http://purl.org/au-research/grants/NHMRC/568841