Synthesis of cephalosporin-3'-diazeniumdiolates: biofilm dispersing no-donor prodrugs activated by b-lactamase

Yepuri, NR; Barraud, N; Mohammadi, NS; Kardak, BG; Kjelleberg, S; Rice, SA; Kelso, MJ

Synthesis of cephalosporin-3'-diazeniumdiolates: biofilm dispersing no-donor prodrugs activated by b-lactamase

Date

2013-01-01

Authors

Publisher

Royal Society of Chemistry

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[prime or minute]-diazeniumdiolates as biofilm-targeted NO-donor prodrugs. Each of the compounds is shown to selectively release NO following reaction with the bacteria-specific enzyme [small beta]-lactamase and to trigger dispersion of Pseudomonas aeruginosa biofilms in vitro. © 2013, Royal Society of Chemistry

Keywords

Nitric oxide, Isomerization, Chemistry, Dispersions, Antibodies, Drugs

Citation

Yepuri, N. R., Barraud, N., Mohammadi, N. S., Kardak, B. G., Kjelleberg, S., Rice, S. A., & Kelso, M. J. (2013). Synthesis of cephalosporin-3'-diazeniumdiolates: biofilm dispersing no-donor prodrugs activated by b-lactamase. Chemical Communications, 49 (42), 4791-4793. doi:10.1039/c3cc40869h