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Probing bacterial uptake of glycosylated ciprofloxacin conjugates

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JournalChembiochem
DateE-pub ahead of print - 21 Jan 2014
DatePublished (current) - 10 Feb 2014
Issue number3
Volume15
Number of pages6
Pages (from-to)466-471
Early online date21/01/14
Original languageEnglish

Abstract

Mono- and disaccharide-functionalised conjugates of the fluoroquinolone antibiotic ciprofloxacin have been synthesised and used as chemical probes of the bacterial uptake of glycosylated ciprofloxacin. Their antimicrobial activities against a panel of clinically relevant bacteria were determined: the ability of these conjugates to inhibit their target DNA gyrase and to be transported into the bacteria was assessed by using in vivo and in vitro assays. The data suggest a lack of active uptake through sugar transporters and that although the addition of monosaccharides is compatible with the inhibition of DNA gyrase, the addition of a disaccharide results in a significant decrease in antimicrobial activity.

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Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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