Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Influence of Indomethacin and Isopropanol on Hydrophobic Interaction through Long-Chain Alkyl Groups of Hydrophobically-Modified Hydroxypropyl Methylcellulose
Kaori IKEDAIzumi SAITOHTakayoshi OGUMAYasushi TAKAGISHI
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1995 Volume 43 Issue 6 Pages 1012-1016

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Abstract
The hydrophobic interaction between long-chain alkyl groups of hydrophobically-modified hydroxypropyl methylcellulose (HM-HPMC) and indomethacin (IM) was studied using a fluorescence probe method in which pyrene molecules are allowed to associate with long-chain alkyl groups. In an HM-HPMS solutin, the hydrophobicity of the pyrene environment markedly increased as the concentration of HM-HPMS was increased, indicating an increase of hydrophobic interaction between the long-chain alkyl groups. When IM was added to this solution, the hydrophobicity of the pyrene environment decreased as the IM concentration increased. Thus, it was suggested that the hydrophobic interaction between long-chain alkyl groups and IM caused a weakening of the hydrophobic interaction between HM-HPMC molecules themselves.When isopropanol (IPA) was added to an HM-HPMC solution, IPA weakened the hydrophobic interaction through long-chain alkyl groups. Thus, IPA caused an expansion of the intermolecular hydrophobic regions. For this reason, the amount of IM entrapped in these regions increased when the IPA concentration was increased. However, when the IPA concentration was further increased, the hydrophobic interaction finally disappeared. Thus, as IM molecules could no longer be trapped in the hydrophobic regions, the activity of HM-HPMC suppressing the growth of IM crystals disappeared.
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© The Pharmaceutical Society of Japan
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