The aim of this study was to synthetize cocrystals of nateglinide, an antidiabetic agent of biopharmaceutics classification system Class IIa, as a strategy to improve both the solubility and the dissolution rate of the drug. Benzamide was selected by a screening procedure as a suitable coformer, and binary mixtures with different compositions were prepared and analyzed by differential scanning calorimetry (DSC). An in-depth analysis of DSC data allowed obtaining both the eutectic mixture and cocrystal compositions. The rationale of such an analysis was highlighted and explained. Cocrystals were prepared by kneading and solvent evaporation. Their formation was proved by DSC and confirmed by X-ray powder diffraction, solid-state nuclear magnetic resonance, and Fourier-transform infrared spectroscopy. The functional groups involved in the interaction leading to cocrystals formation were investigated by spectroscopic techniques. The in vitro dissolution profiles show that cocrystals have definite better pharmaceutical performances than the pure drug.

Bruni, G., Maggi, L., Mustarelli, P., Sakaj, M., Friuli, V., Ferrara, C., et al. (2019). Enhancing the Pharmaceutical Behavior of Nateglinide by Cocrystallization: Physicochemical Assessment of Cocrystal Formation and Informed Use of Differential Scanning Calorimetry for Its Quantitative Characterization. JOURNAL OF PHARMACEUTICAL SCIENCES, 108(4), 1529-1539 [10.1016/j.xphs.2018.11.033].

Enhancing the Pharmaceutical Behavior of Nateglinide by Cocrystallization: Physicochemical Assessment of Cocrystal Formation and Informed Use of Differential Scanning Calorimetry for Its Quantitative Characterization

Mustarelli, Piercarlo;Ferrara, Chiara;
2019

Abstract

The aim of this study was to synthetize cocrystals of nateglinide, an antidiabetic agent of biopharmaceutics classification system Class IIa, as a strategy to improve both the solubility and the dissolution rate of the drug. Benzamide was selected by a screening procedure as a suitable coformer, and binary mixtures with different compositions were prepared and analyzed by differential scanning calorimetry (DSC). An in-depth analysis of DSC data allowed obtaining both the eutectic mixture and cocrystal compositions. The rationale of such an analysis was highlighted and explained. Cocrystals were prepared by kneading and solvent evaporation. Their formation was proved by DSC and confirmed by X-ray powder diffraction, solid-state nuclear magnetic resonance, and Fourier-transform infrared spectroscopy. The functional groups involved in the interaction leading to cocrystals formation were investigated by spectroscopic techniques. The in vitro dissolution profiles show that cocrystals have definite better pharmaceutical performances than the pure drug.
Articolo in rivista - Articolo scientifico
calorimetry (DSC); cocrystals; dissolution rate; FTIR; nateglinide; solid-state NMR; solubility; solvent evaporation; X-ray diffractometry;
FTIR; X-ray diffractometry; calorimetry (DSC); cocrystals; dissolution rate; nateglinide; solid-state NMR; solubility; solvent evaporation
English
2019
108
4
1529
1539
none
Bruni, G., Maggi, L., Mustarelli, P., Sakaj, M., Friuli, V., Ferrara, C., et al. (2019). Enhancing the Pharmaceutical Behavior of Nateglinide by Cocrystallization: Physicochemical Assessment of Cocrystal Formation and Informed Use of Differential Scanning Calorimetry for Its Quantitative Characterization. JOURNAL OF PHARMACEUTICAL SCIENCES, 108(4), 1529-1539 [10.1016/j.xphs.2018.11.033].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/231147
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