New carbohydrate derivatives of norfloxacin

Virág Zsoldos-Mády, Pál Sohár, József Kovács, István Pintér, Zoltán Szakács

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3 Citations (Scopus)

Abstract

New classes of sugar derivatives of the antibacterial drug norfloxacin (1) were synthesized by substituting the N-4′ of the piperazinyl moiety of the molecule. Direct coupling with gluco- and galactopyranosyl units afforded glycosylamines 2-5. Introduction of urea or thiourea linkage between glycosyl and norfloxacin units was produced with the corresponding glycosyl isocyanates or isothiocyanates. For the synthesis of unprotected sugar urea compounds, a new approach was applied by using 1,2-N, O-carbonyl-β-D-glycopyranoses. Hydrazinocarbonyl-methyl- and -propyl spacers also were found appropriate for linking norfloxacin with sugar units.

Original languageEnglish
Pages (from-to)19-39
Number of pages21
JournalJournal of Carbohydrate Chemistry
Volume24
Issue number1
DOIs
Publication statusPublished - Nov 25 2005

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Keywords

  • Glycosylamine
  • Glycosylthiosemicarbazide
  • Glycosylthiourea
  • Glycosylurea
  • Norfloxacin

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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