Self-assembly of amphiphilic anionic calix[4]arenes and encapsulation of poorly soluble naproxen and flurbiprofen

Lucia Barbera; Giuseppe Gattuso; Franz H. Kohnke; Anna Notti; Sebastiano Pappalardo; Melchiorre F. Parisi; Ilenia Pisagatti; Salvatore Patanè; Norberto Micali; Valentina Villari

doi:10.1039/C5OB00703H

Self-assembly of amphiphilic anionic calix[4]arenes and encapsulation of poorly soluble naproxen and flurbiprofen†

Lucia Barbera,^a Giuseppe Gattuso,^a Franz H. Kohnke,^a Anna Notti,*^a Sebastiano Pappalardo,^b Melchiorre F. Parisi,^a Ilenia Pisagatti,*^a Salvatore Patanè,^c Norberto Micali^d and Valentina Villari^d

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^a Dipartimento di Scienze Chimiche, Università di Messina, Viale F. Stagno d'Alcontres 31, 98166 Messina, Italy
E-mail: anotti@unime.it, ipisagatti@unime.it
Fax: +39 090 393895
Tel: +39 090 6765242

^b Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 6, 95125 Catania, Italy

^c Dipartimento di Fisica e di Scienze della Terra, Università di Messina, Viale F. Stagno d'Alcontres 31, 98166 Messina, Italy

^d CNR-IPCF Istituto per i Processi Chimico-Fisici, Viale F. Stagno d'Alcontres 37, 98158 Messina, Italy

Abstract

Supramolecular aggregates formed through the association of an amphiphilic tetra-O-butylsulfonate calix[4]arene 1 were investigated in aqueous solution by a combination of different techniques (NMR, DLS and AFM). The ability of the micellar aggregates of calixarene 1 to increase the solubility of poorly water-soluble drugs was studied.

Organic & Biomolecular Chemistry

Self-assembly of amphiphilic anionic calix[4]arenes and encapsulation of poorly soluble naproxen and flurbiprofen†

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Self-assembly of amphiphilic anionic calix[4]arenes and encapsulation of poorly soluble naproxen and flurbiprofen

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