Issue 6, 2019

Fluoroquinolone-derived fluorescent probes for studies of bacterial penetration and efflux

Abstract

Fluorescent probes derived from the fluoroquinolone antibiotic ciprofloxacin were synthesised using a Cu(I)-catalysed azide–alkyne cycloaddition (CuAAC) to link a ciprofloxacin azide derivative with alkyne-substituted green and blue fluorophores. The azide (2) and fluorophore (3 and 4) derivatives retained antimicrobial activity against Gram-positive and Gram-negative bacteria. The use of confocal fluorescent microscopy showed intracellular penetration, which was substantially enhanced in the presence of carbonyl cyanide 3-chlorophenylhydrazone as an efflux pump inhibitor in Escherichia coli.

Graphical abstract: Fluoroquinolone-derived fluorescent probes for studies of bacterial penetration and efflux

Supplementary files

Article information

Article type
Research Article
Submitted
01 Mar 2019
Accepted
16 Apr 2019
First published
17 May 2019
This article is Open Access
Creative Commons BY license

Med. Chem. Commun., 2019,10, 901-906

Fluoroquinolone-derived fluorescent probes for studies of bacterial penetration and efflux

M. R. L. Stone, M. Masi, W. Phetsang, J. Pagès, M. A. Cooper and M. A. T. Blaskovich, Med. Chem. Commun., 2019, 10, 901 DOI: 10.1039/C9MD00124G

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