Bioorganic & Medicinal Chemistry Letters 2009-05-15

Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct.

Hugues Massimba Dibama, Igor Clarot, Stéphane Fontanay, Adel Ben Salem, Maxime Mourer, Chantal Finance, Raphaël E Duval, Jean-Bernard Regnouf-de-Vains

Index: Bioorg. Med. Chem. Lett. 19 , 2679-82, (2009)

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Abstract

A water-soluble calixarene-based heterocyclic podand incorporating a quinolone antibiotic subunit, the nalidixic acid, was synthesised and fully characterised. Its prodrug behaviour was assessed in vitro by HPLC, demonstrating the release of the tethered quinolone in model biological conditions. Microbiological studies performed on various Gram-positive and Gram-negative reference strains showed very interesting antibacterial activities.

Related Compounds

  • Nalidixic acid
  • Sodium perfluoroac...

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