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Transport Properties of Ibuprofen Encapsulated in Cyclodextrin Nanosponge Hydrogels: A Proton HR-MAS NMR Spectroscopy Study
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"Back to the Future": A New Look at Hydroxypropyl Beta-Cyclodextrins
Milo Malanga1, Julianna Szemán1, Éva Fenyvesi1
1CycloLab Cyclodextrin Research & Development Ltd, Budapest, Hungary H-1097.
Journal of Pharmaceutical Sciences
|June 19, 2016
Summary
(2-hydroxypropyl) beta-cyclodextrin (HPBCD) is a key drug formulation excipient. Its properties, including aggregation, toxicity, and drug solubilization, vary with the degree of substitution, impacting its application.
Area of Science:
- Pharmaceutical Sciences
- Materials Science
- Analytical Chemistry
Background:
- (2-hydroxypropyl) beta-cyclodextrin (HPBCD) is a widely approved pharmaceutical excipient known for its solubilizing and stabilizing properties in oral and parenteral formulations.
- Recent findings highlight HPBCD's pharmacological activity across various diseases, necessitating a deeper understanding of its structure-activity relationship.
- HPBCD is a complex mixture of isomers with varying hydroxypropylation patterns, leading to differences among products from different manufacturers.
Purpose of the Study:
- To investigate the impact of the average degree of substitution of HPBCD on its aggregation behavior, toxicity, and drug solubilizing capabilities.
- To compare HPBCD products from different manufacturers using a comprehensive suite of analytical techniques.
- To establish structure-property correlations for HPBCD to optimize its use in pharmaceutical formulations.
Main Methods:
- Characterization of multiple HPBCD samples using thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), HPLC-mass spectrometry (MS), and matrix-assisted laser desorption MS.
- Assessment of HPBCD aggregation propensity based on the average degree of substitution.
- Evaluation of HPBCD toxicity using Caco-2 cell assays and hemolytic activity tests.
- Determination of HPBCD's solubilizing effect on poorly soluble drugs with varying properties.
Main Results:
- HPBCD products with a lower average degree of substitution exhibited a higher tendency for aggregation.
- All tested HPBCD samples demonstrated non-toxicity to Caco-2 cells and low hemolytic activity.
- The enhancement of solubility for poorly soluble drugs varied with the degree of substitution, showing either a decrease, an increase, or a maximum effect contingent on the drug's characteristics.
Conclusions:
- The average degree of substitution is a critical parameter influencing HPBCD's physical and functional properties.
- HPBCD exhibits a favorable safety profile, with low toxicity and hemolytic activity across the studied range of substitution.
- Understanding the structure-property relationship of HPBCD is essential for optimizing its performance as a solubilizer for diverse poorly soluble drugs.
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