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

Hugues Massimba Dibama (1) , Igor Clarot (1) , Stéphane Fontanay (1) , Adel Ben Salem (2) , Maxime Mourer (1) , Chantal Finance (1) , Raphaël E. Duval (1) , Jean-Bernard Regnouf-De-Vains (1)

1 SRSMC - Structure et Réactivité des Systèmes Moléculaires Complexes
2 FSEG Mahdia - Faculté des Sciences Économiques et de Gestion de Mahdia [Univ Monastir]

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.

Mots clés: Calixarene; Quinolone; Nalidixic acid; Prodrug

Domaines: Bactériologie; Virologie; Médicaments

Hugues Massimba Dibama, Igor Clarot, Stéphane Fontanay, Adel Ben Salem, Maxime Mourer, et al.. Towards calixarene-based prodrugs: Drug release and antibacterial behaviour of a water-soluble nalidixic acid/calix[4]arene ester adduct. Bioorganic and Medicinal Chemistry Letters, 2009, 19 (10), pp.2679 - 2682. ⟨10.1016/j.bmcl.2009.03.139⟩. ⟨hal-01651216⟩