The Synthesis of 5-Functional 3-Hydroxypyridin-4-ones and Their Impact on the Chelating Properties of the Ligands

被引：4

作者：

Chen, Yu-Lin ^{[1
]}

Chen, Jing ^{[1
]}

Ma, Yongmin ^{[1
]}

Hider, Robert C. ^{[2
]}

机构：

[1] Zhejiang Chinese Med Univ, Coll Pharmaceut Sci, Hangzhou 310053, Zhejiang, Peoples R China

[2] Kings Coll London, Dept Pharm, London SE1 9NH, England

来源：

CHEMISTRY LETTERS | 2015年 / 44卷 / 04期

关键词：

ENHANCED PFE(3+) VALUES; ACTIVE IRON CHELATORS; PHYSICOCHEMICAL PROPERTIES; BIOLOGICAL EVALUATION; DESIGN; DEFERIPRONE; ARYL;

D O I：

10.1246/cl.141133

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The presence of the 5-functional group on 3-hydroxypyridin-4-ones (HPOs) can significantly change their chelating properties because the 5-position is adjacent to one of the chelating moieties. A 5-methoxy-substituted HPO has been successfully synthesized using a 5-bromo analogue with NaOMe in the presence of a copper(I) catalyst. The atomic charges and stability constants of the HPOs with either electron-donating or election-withdrawing groups on the 5-position were compared. The result showed that the 5-substituted HPOs possess lower stability constants, compared to those of the 5-unsubstituted analogue (deferiprone).

引用

页码：515 / 517

页数：3

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