Inclusion Complex of 3,9-Bis(N, N-dimethylcarbamoyloxy)-5H-benzofuro[3,2-c]quinoline-6-one (KCA-098) with Heptakis(2,6-di-O-methyl)-β-cyclodextrin : Interaction and Dissolution Properties
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概要
- 論文の詳細を見る
Interactions of KCA-098 with heptakis(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CyD) in solution and in the solid state were studied by the solubility method, UV and fluorescence spectroscopy, powder X-ray diffractometry, and thermal analysis. The KCA-098/DM-β-CyD system showed an A_L type solubility diagram with stability constants of 5870 and 2220 M^<-1> in aqueous and 10% methanol solutions, respectively. Following the addition of DM-β-CyD, the maximum UV wavelength of KCA-098 was shifted to a longer wavelength and the fiuorescence intensity was decreased. A similar spectral change was observed when KCA-098 was dissolved in less polar solvents, especially in proton-acceptor solvents, such as acetone and dimethylsulfoxide, suggesting that KCA-098-interacts with DM-β-CyD through not only a hydrophobic interaction but also hydrogen bonding. The solid complex of KCA-098 with DM-β-CyD in a molar ratio of 1 : 1 was prepared by the kneading method and the solvent evaporation method, using organic solvents. Powder X-ray diffractometric and differential scanning calorimetric studies indicated that KCA-098 was dispersed as microparticles on the DM-β-CyD complex in the solid state prepared by the solvent evaporation method although it dispersed as crystals in the sample prepared by the kneading method. The dissolution of KCA-098 from the solid complex prepared by the former method was markedly faster than that prepared by the latter method, although it slowed down with the passage of time. The reduced dissolution of KCA-098 was explained by crystallization to the hydrate form in the medium. These data indicate that poorly water-soluble KCA-098 interacts with DM-β-CyD in water and in the solid state and that a fast-dissolving form of KCA-098 can be obtained by evaporating with DM-β-CyD using organic solvents.
- 公益社団法人日本薬学会の論文
- 2000-09-01
著者
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HIRAYAMA Fumitoshi
Faculty of Pharmaceutical Sciences, Sojo University
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UEKAMA Kaneto
Faculty of Pharmaceutical Sciences, Sojo University
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上釜 兼人
崇城大・薬
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上釜 兼人
熊本大・薬
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上釜 兼人
熊本大学 歯
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平山 文俊
Faculty Of Pharmaceutical Sciences Sojo University
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上釜 兼人
Faculty Of Pharmaceutical Sciences Kumamoto University
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IMAI TERUKO
Faculty of Pharmaceutical Science, Kumamoto University
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OTAGIRI MASAKI
Faculty of Pharmaceutical Science, Kumamoto University
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OUCHI KIYOHISA
Pharmaceutical Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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YAMADA Tatsuhiko
Pharmaceutical Laboratories, Kissei Pharmaceutical Co., Ltd.,
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Yamada Tatsuhiko
Pharmaceutical Laboratories Kissei Pharmaceutical Co. Ltd.
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Hirayama Fumitoshi
Faculty Of Pharmaceutical Sciences Kumamoto University
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Yamada T
Department Of Radiopharmacy Tohoku Pharmaceutical University
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Hirayama Fumitoshi
Faculty Of Pharmaceutical Sciences Sojo University
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Ouchi Kiyohisa
Pharmaceutical Laboratories Kissei Pharmaceutical Co. Ltd.
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Otagiri M
Graduate School Of Pharmaceutical Sciences Kumamoto University
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Otagiri M
Kumamoto Univ. Kumamoto Jpn
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上釜 兼人
崇城大 薬
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Yamada Takehisa
Research And Development Division Hokuriku Seiyaku Co. Ltd.
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Uekama Kaneto
Faculty Of Pharmaceutical Sciences Kumamoto University
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Imai T
Faculty Of Pharmaceutical Sciences Kumamoto University
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上釜 兼人
熊本大学薬学部製剤学研究室
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Otagiri Masaki
Faculty Of Pharmaceutical Science Kumamoto University
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