Amphiphilic cyclodextrins as nanocarriers of genistein: A spectroscopic investigation pointing out the structural properties of the host/drug complex system
Rosanna Stancanelli
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorMarta Guardo
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorCarmela Cannavà
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorGiovanni Guglielmo
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorPaola Ficarra
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorCorresponding Author
Valentina Villari
CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy
Valentina Villari, CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy. Telephone: +39 090 39762 219, Fax: +39 090 3974130.
Antonino Mazzaglia, CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy. Telephone: 0903974108; Fax: 0903974108.
Search for more papers by this authorNorberto Micali
CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy
Search for more papers by this authorCorresponding Author
Antonino Mazzaglia
CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy
Valentina Villari, CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy. Telephone: +39 090 39762 219, Fax: +39 090 3974130.
Antonino Mazzaglia, CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy. Telephone: 0903974108; Fax: 0903974108.
Search for more papers by this authorRosanna Stancanelli
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorMarta Guardo
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorCarmela Cannavà
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorGiovanni Guglielmo
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorPaola Ficarra
Dipartimento Farmaco-Chimico, Università di Messina, V.le Annunziata, 98168 Messina, Italy
Search for more papers by this authorCorresponding Author
Valentina Villari
CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy
Valentina Villari, CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy. Telephone: +39 090 39762 219, Fax: +39 090 3974130.
Antonino Mazzaglia, CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy. Telephone: 0903974108; Fax: 0903974108.
Search for more papers by this authorNorberto Micali
CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy
Search for more papers by this authorCorresponding Author
Antonino Mazzaglia
CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy
Valentina Villari, CNR-Istituto per i Processi Chimico-Fisici, sede di Messina, Contrada Papardo, Salita Sperone, Faro Superiore, 98158 Messina, Italy. Telephone: +39 090 39762 219, Fax: +39 090 3974130.
Antonino Mazzaglia, CNR-Istituto per lo studio dei Materiali Nanostrutturati, c/o Dipartimento di Chimica Inorganica, Chimica Analitica e Chimica Fisica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy. Telephone: 0903974108; Fax: 0903974108.
Search for more papers by this authorAbstract
Nanoggregates of nonionic amphiphilic cyclodextrin (ACyD) modified with hydrophobic chains of intermediate length [(2-oligo-ethyleneoxide-6-hexylthio)-β-CyD, SC6OH] were prepared by emulsification–diffusion method. They are able to entrap an isoflavone, genistein (Gen), and the complexed species are studied at different host/guest molar ratio. The increased isoflavone solubility in the presence of the aggregates of SC6OH is investigated by UV–Vis spectroscopy, whereas size, charge, and structure of aggregates and their complexes with Gen are measured by means of static and quasi-elastic light scattering, and electrophoretic mobility measurements. On the other hand, preparing samples by the conventional method used for liposomes (hydration of an organic film of SC6OH and sonication) gives rise to aggregates with different sizes and lower colloidal stability. It is shown that the improved stability in water of ACyD aggregates both in the absence and in the presence of Gen, obtained by emulsification–diffusion is due to the existence of nanodomains of organic solvent (RH ≅ 120 nm) which cannot be completely removed by evaporation and freeze-drying and in which host/guest complexes are contained. This result shows that residues of organic solvent from preparation step favor the colloidal stability of the aggregate, but their presence must be taken into account in designing systems for drug delivery. © 2010 Wiley-Liss, Inc. and the American Pharmacists Association J Pharm Sci 99:3141–3149, 2010
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