Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Pseudorotaxane-Like Supramolecular Complex of Coenzyme Q10 with γ-Cyclodextrin Formed by Solubility Method
Katsunori NishimuraTaishi HigashiAyumi YoshimatsuFumitoshi HirayamaKaneto UekamaHidetoshi Arima
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2008 Volume 56 Issue 5 Pages 701-706

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Abstract

The purpose of this study is to reveal whether Coenzyme Q10 (CoQ10) forms pseudorotaxane-like supramolecular complex with γ-cyclodextrin (γ-CyD). The poorly soluble complex of CoQ10 with γ-CyD in water was prepared by the solubility method. The X-ray diffraction pattern of the CoQ10/γ-CyD complex was different from that of the physical mixture, but almost the same as that of polypropylene glycol (PPG)/γ-CyD polypseudorotaxane. Also, the differential scanning calorimetrical study and FT-IR study demonstrated the interaction between CoQ10 and γ-CyD in the solid state. The 1H-NMR study and the yield study of the supramolecular complex of CoQ10 with γ-CyD demonstrated that the stoichiometry was 5 : 1 (γ-CyD : CoQ10). The dispersion rate of CoQ10 was markedly increased by the formation of the supramolecular complex with γ-CyD, possibly due to submicron-ordered particle formulation. In fact, CoQ10 was found to form submicron-sized supramolecular particles with γ-CyD, when prepared by the solubility method. Consequently, the present study showed that CoQ10 forms the pseudorotaxane-like supramolecular complex with γ-CyD in water.

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© 2008 The Pharmaceutical Society of Japan
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