title: Novel fluorescent cephalosporins: synthesis, antimicrobial activity and photodynamic inactivation of antibiotic resistant bacteria.
abstract: Two novel fluorescent cephalosporins, TCA and TBCA, were synthesized and characterized by (1)H NMR, (13)C NMR, UV-vis, and fluorescence spectroscopies. Biological activity assays demonstrated that TCA inactivated a Klebsiella pneumonia strain that expressed extended-spectrum β-lactamases. Incubation of 6 μM TCA with K. pneumonia cultures resulted in cell death for 84% of the cells after 126 J/cm(2) of light irradiation. In vitro, TCA exhibited a MIC = 0.5 μg/mL with Staphylococcus aureus. Kinetic evaluation revealed that TCA and TBCA were substrates for B1 and B3 subclass metallo-β-lactamases. TBCA exhibited stronger binding affinities to the Gram-positive bacterial strains MRSA1, MRSA2, and S. aureus with value of 2.95-6.59 μM per 10(8) cells/mL.
authors.affiliation: Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069, PR China.
authors.forename: Jian-Min
authors.initials: JM
authors.lastname: Xiao
authors.forename: Lei
authors.initials: L
authors.lastname: Feng
authors.forename: Li-Sheng
authors.initials: LS
authors.lastname: Zhou
authors.forename: Hui-Zhou
authors.initials: HZ
authors.lastname: Gao
authors.forename: Yi-Lin
authors.initials: YL
authors.lastname: Zhang
authors.forename: Ke-Wu
authors.initials: KW
authors.lastname: Yang
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002511:Cephalosporins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D024881:Drug Resistance, Bacterial / Q000187:drug effects / Q000528:radiation effects; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008027:Light; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure
chemical_list: D000890:Anti-Infective Agents; D002511:Cephalosporins; D005456:Fluorescent Dyes