電荷移動を利用する医薬品化合物の分解抑制 : その1 ピラゾロン誘導体によるリボフラビンの光分解抑制とその機構

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A study was undertaken with a view to inhibiting decomposition of medicinal compounds by the use of alteration of their electronic states, which is accompanied with charge-transfer complexation. The photodecomposition of riboflavine in aqueous solution was shown to be inhibited by the presence of pyrazolone derivatives, the effectiveness of which decreased in the following order : 4-aminoantipyrine>aminopyrine>antipyrine>4-isopropylantipyrine. The examination of the following phenomena has been carried out in ethylene dichloride : ouenching caused by the presence of pyrazolones, of fluorescence of riboflavine tetrabutyrate and new absorption bands in the difference spectra of riboflavine tetrabutyrate-pyrazolone derivative systems. It was confirmed that complexes of 1 : 1 molar ratio were formed through participation of charge transfer, and the values of apparent quenching constant and formation constant were determined. The substituent group in 4-position of the isopropyl derivative was found to hinder the interaction sterically. Comparison of the quenching effects of pyrazolones on the fluorescence of lumiflavine and 3-methyllumiflavine indicated that hydrogen bonding was also involved in the complex formation. From the correspondence of stabilities of the complexes and the inhibitory effects of the pyrazolone derivatives, it was presumed that charge transfer with pyrazolone derivatives plays an important part in inhibiting the photodecomposition of riboflavine in aqueous medium.
公益社団法人日本薬学会の論文
1970-06-25

電荷移動を利用する医薬品化合物の分解抑制 : その1 ピラゾロン誘導体によるリボフラビンの光分解抑制とその機構

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