Preparation of Four Types of Coenzyme Q10/.GAMMA.-Cyclodextrin Supramolecular Complexes and Comparison of Their Pharmaceutical Properties

Abstract

In this study, we prepared four kinds of complexes of Coenzyme Q10 (CoQ10) with gamma-cyclodextrin (gamma-CyD) by the kneading methods and the solubility methods with or without heating, and compared their pharmaceutical properties. Differential scanning calorimetrical curves and powder X-ray diffraction patterns showed that the complexes formed pseudorotaxane-like supramolecular structure, although included free gamma-CyD and CoQ10, when prepared by the kneading method and solubility method without heating. At the preparation process, a heating improved the complexation of CoQ10 with gamma-CyD in the both methods. The dispersion rate of CoQ10 in water increased in the order of CoQ10 alone approximately physical mixture with gamma-CyD<<solubility/heating product<solubility product<kneading/heating product<kneading product, possibly due to submicron-ordered particle formulation. Of the various ointments containing CoQ10 alone, the release of CoQ10 from hydrophilic ointment was fastest. In addition, the release rate of CoQ10 from hydrophilic ointment in the solubility/heating product was markedly increased, compared to that in the CoQ10/gamma-CyD physical mixture and the other complexes. The fast release of CoQ10 from hydrophilic ointment could be involved in propylene glycol in the ointment. These results suggest that supramolecular complexes of CoQ10 with gamma-CyD can be prepared by various methods, and among various complexes the pseudorotaxane-like CoQ10/gamma-CyD complexes prepared by the solubility method with heating have the potential for preparation of ointments.

Structural and Solubility Characteristics of Coenzyme Q10Complexes Including Cyclodextrin and Starch

“…Cyclodextrin과 coenzyme Q 10 은 복합체를 형성한다고 이미 연 구되었다 (28)(29)(30)(31)(32)(33)(34). 본 연구는 선행연구를 통해 γ-cyclodextrin으로 cyclodextrin을 선정한 뒤 coenzyme Q 10 과 복합체 형성을 유도하 였으며 그 결과를 사진으로 나타내었다 (Fig.…”

“…CC is coenzyme Q 10 -cyclodextrin complex, SC is coenzyme Q 10 -starch complex Coenzyme Q 10 은 cyclodextrin, starch와 복합체를 형성함에 따라 고 유 밴드의 변화를 가지고 온다 (28)(29)(30)(31)34). Cyclodextrin과 coenzyme Q 10 을 막자로 갈아 혼합시킨 물리적 혼합물 (Fig.…”

“…또한 coenzyme Q 10 의 경우 구조상 큰 잔기를 포함하고 있기 때문에 포접할 수 있는 내부공동이 가장 큰 γ-cyclodextrin 이 복합체를 형성할 수 있는 확률이 가장 크기 때문에 coenzyme Q 10 과 복합체를 형성함에 있어 가장 유리할 것이라고 보고하였다 (28)(29)(30)(31). 뿐만 아니라 coenzyme Q 10 -cyclodextrin 복합체를 제조후 복합체의 용해도, 열 및 광 안정성 개선, 생체이용율 개선을 보 고한바 있다 (32)(33)(34)(35).…”

“…Starch내의 amylose 는 나선구조를 통해 복합체를 형성 할 수 있으며 나선의 외부는 α-1,4 glucose chain의 glucosyl hydroxyl 기가 존재하며 내부는 소 수성 물질과 복합체 형성이 가능한 glycosidic oxygens, methylene 기와 같은 hydrophobic 기가 있다 (34). 복합체는 난용성 분자를 물에 분산시켜 분산액을 제조 할 수 있다 (36)(37)(38)(39)(40) -구강조건: α-amylase solution은 pH 7.0의 1 mM CaCl 2 25 mL에 α-amylase (Sigma A4551, Sigma-Aldrich Co., St. Louis, MO, USA) 32.5 mg을 용해하였다.…”

Comparison of ibuprofen release from minitablets and capsules containing ibuprofen: β-Cyclodextrin complex

“…The literature describes several techniques to form IBβCD complexes, namely coprecipitation [14], complexation in a slurry [15] complexation in paste [16], extrusion [17] and dry mixing [18]. In a previous study [19] it was described and characterised the formation of IBβCD complexes by two methods of preparation, followed by drying the materials by different techniques.…”