INTRODUCTION OF PHOSPHONATE GROUP INTO KOJIC ACID BY DIPHOSPHONATE

Hideko Maeda, Kaori Morita, Ayaka Murokawa, Rika Matsuo, H. Nariai, H. Nakayama
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Abstract

Phosphonylation of kojic acid has been achieved using inorganic diphosphonate (DP) in aqueous solution. The optimum condition for the phosphonylation of kojic acid with DP is kojic acid : DP = 0.1 mol/L : 0.5 mol/L, pH 9 and 25 oC. 2-Phosphonylmethyl-kojic acid was synthesized with the yield of 45 %. The reaction mechanism of kojic acid with DP was discussed. We have successfully introduced the phosphonate group in kojic acid. Phosphonylated kojic acid is expected that the permeability of kojic acid into the skin will be increased by introducing a phosphonate group. (Received Nov 2, 2019; Accepted Nov 18, 2019)
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二膦酸盐在曲酸中引入膦酸基
用无机二膦酸盐(DP)在水溶液中实现了曲酸的膦化反应。曲酸与DP磷酸化的最佳条件为:曲酸:DP = 0.1 mol/L: 0.5 mol/L, pH为9,温度为25℃。以45%的收率合成了2-膦基甲基曲酸。探讨了曲酸与DP的反应机理。我们成功地在曲酸中引入了膦酸基团。膦化的曲酸预计,通过引入一个膦酸基团,曲酸对皮肤的渗透性将会增加。(2019年11月2日收稿;2019年11月18日录用)
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