Combined effect of pH and polysorbates with cyclodextrins on solubilization of naringenin

• Published in: Journal of pharmaceutical and biomedical analysis 2004-10, Vol.36 (2), p.327-333
• Main Authors: Tommasini, S., Calabrò, M.L., Raneri, D., Ficarra, P., Ficarra, R.
• Format: Article
• Language: English
• Subjects: Algorithms; Analysis; Analytical, structural and metabolic biochemistry; Biological and medical sciences; Chemistry, Pharmaceutical; Cyclodextrins - chemistry; Estrogen Antagonists - chemistry; Excipients; Flavanones - chemistry; Fundamental and applied biological sciences. Psychology; General pharmacology; Hydrogen-Ion Concentration; Ionization; Medical sciences; Micelles; Modified cyclodextrins; Naringenin; Pharmacology. Drug treatments; Phase solubility studies; Polysorbates; Polysorbates - chemistry; Solubility; Solutions; Surface-Active Agents - chemistry
• ISSN: 0731-7085; 1873-264X
• DOI: 10.1016/j.jpba.2004.06.013

pH control and inclusion complex formation are commonly used as solubilization techniques in formulating ionizable drugs. Naringenin is a weakly acid compound with a low water solubility. The role of both ionized and unionized species of naringenin in solution by complexation with β-cyclodextrin, 2-hydroxypropyl-β-cyclodextrin and methyl-β-cyclodextrin was investigated. This combined use of ionization and complexation increases not only the solubility of the unionized naringenin, but also that of the ionized one. This study puts on evidence the role of pH, p K a and complexation constants in increasing drug total aqueous solubility, determined by the single components in solution, as ionized and unionized naringenin both in free and complexed forms. Moreover, the presence of non-ionic surfactants in the media of complexation gives a positive contribution to the improvement of the solubility of naringenin, alone or in combination with β-cyclodextrin.