title: 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.
authors.affiliation: School of Chemistry, University of Wollongong, NSW 2522, Australia.
authors.forename: Nageshwar Rao
authors.initials: NR
authors.lastname: Yepuri
authors.forename: Nicolas
authors.initials: N
authors.lastname: Barraud
authors.forename: Nasim Shah
authors.initials: NS
authors.lastname: Mohammadi
authors.forename: Bharat G
authors.initials: BG
authors.lastname: Kardak
authors.forename: Staffan
authors.initials: S
authors.lastname: Kjelleberg
authors.forename: Scott A
authors.initials: SA
authors.lastname: Rice
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Kelso
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000378:metabolism*; D001391:Azo Compounds / Q000737:chemistry / Q000378:metabolism*; D018441:Biofilms; D002511:Cephalosporins / Q000737:chemistry / Q000378:metabolism*; D020030:Nitric Oxide Donors / Q000737:chemistry / Q000378:metabolism*; D011355:Prodrugs / Q000737:chemistry / Q000378:metabolism*; D011550:Pseudomonas aeruginosa / Q000502:physiology; D001618:beta-Lactamases / Q000378:metabolism*
chemical_list: D000900:Anti-Bacterial Agents; D001391:Azo Compounds; D002511:Cephalosporins; D020030:Nitric Oxide Donors; D011355:Prodrugs; C452539:diazeniumdiolate; D001618:beta-Lactamases