Ion-transfer voltammetry of histamine and anti-histamine drugs at an oil/water interface

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  • TSUKAMOTO Ryuji
    School of Pharmacy, Tokyo University of Pharmacy and Life Science
  • KUSU Fumiyo
    School of Pharmacy, Tokyo University of Pharmacy and Life Science

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Other Title
  • ヒスタミンと抗ヒスタミン薬の油水界面におけるイオン移動ボルタンメトリー
  • ヒスタミン ト コウヒスタミンヤク ノ ユスイ カイメン ニ オケル イオン イドウ ボルタンメトリー

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Description

Ion-transfer volutammetry at a nitrobenzene/water interface was performed to study the ion-transfer reaction and the adsorption of histamine and anti-histamine drugs, such as dl-chlorpheniramine, clemastine, diphenhydramine, cyproheptadine, meclizine, promethazine, ketotifen, and terfenadine. Ion-transfer volutammograms showed that all anti-histamine drugs gave an anodic wave at a potential less positive than that of histamine. Electrocapillary curves showed that the anti-histamine drugs were adsorbed on the interface with great facility. We assessed the effects of the ionization of these drugs on the ion-transfer reaction and adsorption by ion-transfer volutammograms and electrocapillary curves, respectively. Based on these results, the half-wave potentials for the drugs at pH 4 were plotted against the calculated log KD values obtained by using PALLSA (CompuDrug International). The half-wave potentials had a strong correlation with the calculated log KD values. We conclude that the half-wave potentials determined by the present method would be a more reliable parameter of hydrophobicity for neutral and ionic forms of drugs when dealing with structure-activity relationships of drugs compared to experimental log P values obtained by the conventional methods.<br>

Journal

  • BUNSEKI KAGAKU

    BUNSEKI KAGAKU 52 (10), 865-871, 2003

    The Japan Society for Analytical Chemistry

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