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Study and computational modeling of fatty acid effects on drug solubility in lipid-based systems

Autor/Autorin
Wyttenbach, Nicole
Ectors, Philipp
Niederquell, Andreas
Kuentz, Martin
Datum
06.2022
Metadata
Zur Langanzeige
Type
01A - Beitrag in wissenschaftlicher Zeitschrift
Zusammenfassung
Lipid-based systems have many advantages in formulation of poorly water-soluble drugs but issues of a limited solvent capacity are often encountered in development. One of the possible solubilization approaches of especially basic drugs could be the addition of fatty acids to oils but currently, a systematic study is lacking. Therefore, the present work investigated apparently neutral and basic drugs in medium chain triglycerides (MCT) alone and with added either caproic acid (C6), caprylic acid (C8), capric acid (C10) or oleic acid (C18:1) at different levels (5 – 20%, w/w). A miniaturized solubility assay was used together with X-ray diffraction to analyze the residual solid and finally, solubility data were modeled using the conductor-like screening model for real solvents (COSMO-RS). Some drug bases had an MCT solubility of only a few mg/ml or less but addition of fatty acids provided in some formulations exceptional drug loading of up to about 20% (w/w). The solubility changes were in general more pronounced the shorter the chain length was and the longest oleic acid even displayed a negative effect in mixtures of celecoxib and fenofibrate. The COSMO-RS prediction accuracy was highly specific for the given compounds with root mean square errors (RMSE) ranging from an excellent 0.07 to a highest value of 1.12. The latter was obtained with the strongest model base pimozide for which a new solid form was found in some samples. In conclusion, targeting specific molecular interactions with the solute combined with mechanistic modeling provides new tools to advance lipid-based drug delivery.
URI
https://irf.fhnw.ch/handle/11654/33899
DOI der Originalausgabe
https://doi.org/10.1016/j.xphs.2021.11.023
Übergeordnetes Werk
Journal of Pharmaceutical Sciences
Jahrgang
111
Ausgabe
6
Seiten
1728-1738
Verlag / Hrsg. Institution
Elsevier
Zitation

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