芳基硼酸抑制合成黑色素聚合。

Aryl boronic acid inhibition of synthetic melanin polymerization.

机构信息

Department of Chemistry and Biochemistry, Oberlin College, Oberlin, OH, USA.

出版信息

Bioorg Med Chem Lett. 2010 Aug 1;20(15):4475-8. doi: 10.1016/j.bmcl.2010.06.039. Epub 2010 Jun 10.

DOI:10.1016/j.bmcl.2010.06.039

PMID:20594849

Abstract

Inhibitors of melanin formation are sought after for a range of applications. Boronophenylalanine is known to inhibit melanogenesis via boronic acid-catechol interactions. A spectroscopic assay was developed to study the polymerization of l-dopa to synthetic melanin in the presence of para-substituted aryl boronic acids. The best inhibition was observed for aryl boronic acids with electron-withdrawing substituents. The IC(50) values exhibit a correlation with the Hammett sigma(p) parameter (rho=0.97, r(2)=0.92).

摘要

人们一直在寻找各种应用中黑色素形成的抑制剂。已知苯硼酸通过硼酸-邻苯二酚相互作用抑制黑色素生成。开发了一种光谱测定法来研究在对取代芳基硼酸存在下 l-多巴到合成黑色素的聚合。观察到带有吸电子取代基的芳基硼酸具有最佳的抑制作用。IC（50）值与哈米特 σ（p）参数呈相关性（rho=0.97，r（2）=0.92）。