Synthesis and characterization of a new cyclodextrin derivative with improved properties to design oral dosage forms View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2019-02

AUTHORS

Agustina García, Josefina Priotti, Ana Victoria Codina, María Delia Vasconi, Ariel D. Quiroga, Lucila I. Hinrichsen, Dario Leonardi, María Celina Lamas

ABSTRACT

This work aimed to synthesize a novel β-cyclodextrin derivative, itaconyl-β-cyclodextrin to evaluate whether albendazole inclusion complexes with the new β-cyclodextrin derivative-improved albendazole dissolution efficiency and its anthelminthic activity. The new derivative was thoroughly evaluated and characterized, and an average degree of substitution of 1.4 per cyclodextrin molecule was observed. Albendazole:itaconyl-β-cyclodextrin complexes were prepared by spray drying procedures and investigated using phase solubility diagrams, dissolution efficiency, X-ray diffraction, differential scanning calorimetry, Fourier transform infrared, scanning electronic microscopy, mass spectrometry, and nuclear magnetic resonance spectroscopy. Phase solubility diagrams and mass spectrometry studies showed that the inclusion complex was formed in an equimolar ratio. Stability constant values were 602 M-1 in water, and 149 M-1 in HCl 0.1 N. Nuclear magnetic resonance experiments of the inclusion complex showed correlation signals between the aromatic and propyl protons of albendazole and the itaconyl-β-cyclodextrin inner protons. The studies indicated solid structure changes of albendazole included in itaconyl-β-cyclodextrin. The maximum drug release was reached at 15 min, and the inclusion complex solubility was 88-fold higher than that of the pure drug. The in vitro anthelmintic activity assay showed that the complex was significantly more effective than pure albendazole. More... »

PAGES

273-283

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s13346-018-0591-8

DOI

http://dx.doi.org/10.1007/s13346-018-0591-8

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1107273559

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/30264285


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