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Issue 6, 2019
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Fluoroquinolone-derived fluorescent probes for studies of bacterial penetration and efflux

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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

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Supplementary files

Article information


Submitted
01 Mar 2019
Accepted
16 Apr 2019
First published
17 May 2019

This article is Open Access

Med. Chem. Commun., 2019,10, 901-906
Article type
Research Article

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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