Detailed investigation of a gamma-cyclodextrin inclusion complex with L-thyroxine for improved pharmaceutical formulations

Lakkakula, Jaya and Krause, Rui Werner Macedo and Ndinteh, Derek Tantoh and Vijaylakshmi, SP and Raichur, Ashok M (2012) Detailed investigation of a gamma-cyclodextrin inclusion complex with L-thyroxine for improved pharmaceutical formulations. In: JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 74 (1-4). pp. 397-405.

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Abstract

Thyroxine is a naturally occurring human hormone produced by the thyroid gland. Clinical applications of thyroxine to treat several chronic disorders are limited by poor water solubility and instability under physiological conditions. An inclusion complex of levo-thyroxine (l-thyroxine), the active form of the hormone with gamma cyclodextrin (gamma-CD) has been obtained and studied with the aim of improving oral delivery rather than the injection formulation of the sodium salt. In addition to greater patient acceptability, inclusion complexes often improve aqueous solubility and bioavailability, stability, and reduce toxicity of drugs, thus providing enhanced pharmaceutical formulations. Physicochemical characterization of the inclusion complex was carried out using Fourier transform infrared spectroscopy, X-ray diffractometry, differential scanning calorimetry, scanning electron microscopy and proton nuclear magnetic resonance spectroscopy. Intermolecular dipolar interactions for the inclusion complex were also studied using 2 dimensional ROESY experiments. Formation of the inclusion complex between the protons H3 and H5 of cyclodextrin with aromatic protons of thyroxine was confirmed by their dipolar interaction. Molecular modelling was used to understand the basis for the complex formation and predict the formation of other complexes. Interestingly, we found that l-thyroxine forms an inclusion complex only with the larger gamma-CD and not with other available alpha and beta forms.

Item Type:	Journal Article
Publication:	JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
Publisher:	SPRINGER
Additional Information:	Copyright for this article belongs to Springer
Keywords:	gamma-Cyclodextrin;Levo-thyroxine;Hypothyroidism;Inclusion complex
Department/Centre:	Division of Mechanical Sciences > Materials Engineering (formerly Metallurgy)
Date Deposited:	17 Dec 2012 06:23
Last Modified:	17 Dec 2012 06:23
URI:	http://eprints.iisc.ac.in/id/eprint/45158

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