Pseudorotaxane-Like Supramolecular Complex of Coenzyme Q10 with γ-Cyclodextrin Formed by Solubility Method

• Published in: Chemical & Pharmaceutical Bulletin Vol. 56; no. 5; pp. 701 - 706
• Main Authors: Katsunori NISHIMURAa, Taishi HIGASHIa, Ayumi YOSHIMATSUa, Fumitoshi HIRAYAMAb, Kaneto UEKAMAb, Hidetoshi ARIMAa
• Format: Journal Article
• Language: Japanese
• Published: Pharmaceutical Society of Japan 01-05-2008
• ISSN: 0009-2363

The purpose of this study is to reveal whether Coenzyme Q1O (CoQ10) forms pseudorotaxane-like supramolecular complex withγ-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 solllbility method. Consequently, the present study showed that CoQ10 forms the pseudorotaxane-like supramolecular complex with γ-CyD in water.