The role of L-arginine in inclusion complexes of omeprazole with cyclodextrins.

AAPS PharmSciTech
Ana FigueirasJ Francisco Veiga

Abstract

In this study, we investigate how the effect of L-arginine (ARG) and cyclodextrins upon omeprazole (OME) stability and solubility. The effect of the presence of ARG on the apparent stability constants (K(1:1)) of the inclusion complexes formed between OME and each cyclodextrin, beta-cyclodextrin (betaCD), and methyl-beta-cyclodextrin (MbetaCD) is studied by phase solubility diagrams and nuclear magnetic resonance (NMR) spectroscopy. The interaction of OME with those cyclodextrins, in the presence of ARG, is characterized using NMR spectroscopy and molecular dynamics simulations. ARG significantly increases the drug solubility and complex stability, in comparison to inclusion complexes formed in its absence. The effect is more pronounced for the OME:betaCD complex. ARG also contributes to a larger stability of OME when free in aqueous solution. The combination of ARG with cyclodextrins can represent an important tool to develop stable drug formulations.

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Citations

Dec 1, 2010·AAPS PharmSciTech·Ana FigueirasFrancisco J B Veiga
Sep 10, 2013·Advances in Colloid and Interface Science·Artur J M Valente, Olle Söderman
Aug 20, 2014·BioMed Research International·Ravi Kant Upadhyay
Apr 15, 2011·Journal of Pharmaceutical Sciences·Yong Cui
Feb 9, 2012·The Journal of Pharmacy and Pharmacology·Mohd Aftab AlamAbdullah M Al-Mohizea
Jan 19, 2020·Nature Communications·Arnau Vich VilaRinse K Weersma

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