Interaction between Hydroxybenzoic Acid Esters and Polyoxyethylene Cetyl Ether

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概要

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• The mechanism of interactin between p-hydroxybenzoic acid esters (parabens) and polyoxyethylene cetyl ether (PCE) was studied by ultrafiltration, a fluorescence probing method and NMR spectroscopy. Apparent partition coefficients of parabens from methyl to butyl ester between the PCE micellar and aqueous phase increased logarithmically in proportion to the carbon number in the alkyl group of parabens. Changes in the chemical shift of paraben protons in the presence of PCE were also enlarged with the carbon number. Hydrocarbon proton signals of PCE were shifted in the presence of ethyl paraben, whereas the signal of oxyethylene protons was changed only at high concentrations of the paraben. In addition, the incorporation of parabens into PCE micelles brought about a decrease in the polarity of the palisade layer in the micelles. The interaction magnitude of ethyl benzoate derivatives with PCE tended to be correlated with the hydrophobility of the derivatives. The affinity of ethyl benzoate derivatives for PCE micelles, however, was affected by the possession or position of the hydroxyl group in the derivatives. The paraben molecules may thus be concluded to locate in the PCE micellar interior by a hydrophobic interaction between the alkyl chain of the paraben and the hydrocarbon core of the micelles, and to be distributed from the hydrocarbon core close to the oxyethylene layer to the core interior, as the carbon number in the alkyl group of parabens increased.

• 公益社団法人日本薬学会の論文
• 1996-03-15

著者

• SATO Hiroshi

  Central Research Laboratory, Hitachi Ltd.

• SATO Hiromi

  Tohoku College of Pharmacy

• Sato H

  Banyu Tsukuba Research Institute Banyu Pharmaceutical Co. Ltd.

• YOTSUYANAGI Toshihisa

  Faculty of Pharmaceutical Sciences, Nagoya City University

• Takahashi H

  Institute Of Pharmacognosy Faculty Of Pharmaceutical Sciences Tokushima Bunri University

• Seki M

  Central Research Laboratories Zeria Pharmaceutical Co. Ltd.

• FUKAHORI Masahiro

  Central Research Laboratories, Zeria Pharmaceutical Co., Ltd.,

• TAKATSUJI Yasuo

  Central Research Laboratories, Zeria Pharmaceutical Co., Ltd.,

• TAKAHASHI Hiroaki

  Central Research Laboratories, Zeria Pharmaceutical Co., Ltd.,

• SEKI Masako

  Central Research Laboratories, Zeria Pharmaceutical Co., Ltd.,

• Takatsuji Yasuo

  Central Research Laboratories Zeria Pharmaceutical Co.ltd.

• Fukahori Masahiro

  Central Research Laboratories Zeria Pharmaceutical Co.ltd.

• Yotsuyanagi T

  Nagoya City Univ. Nagoya Jpn

• Yotsuyanagi Toshihisa

  Faculty Of Pharmaceutical Science Nagoya City University

• Takahashi Hiroyasu

  Institute of Pharmacognosy, Faculty of Pharmaceutical Sciences, Tokushima Bunri University

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