Synthesis of water-soluble 7-O-carboxymethyl-genistein

被引：7

作者：

Cao, Zhiling ^{[1
]}

Wu, Qiao ^{[1
]}

Cheng, Jing ^{[1
]}

Zhu, Dandan ^{[1
]}

Teng, Wengqi ^{[1
]}

Liu, Weiwei ^{[1
]}

Sun, Xiaokai ^{[1
]}

Yao, Guowei ^{[2
]}

机构：

[1] Huaihai Inst Technol, Jiangsu Inst Marine Resources, Jiangsu Key Lab Marine Pharmaceut Compound Screen, Lianyungang 222005, Peoples R China

[2] Beijing Inst Technol, Sch Life Sci, Beijing 100081, Peoples R China

来源：

JOURNAL OF CHEMICAL RESEARCH | 2017年 / 03期

关键词：

genistein; water-soluble derivative; 7-O-carboxymethyl-genistein; three-step synthesis; GENISTEIN; ISOFLAVONES;

D O I：

10.3184/174751917X14878812592814

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A three-step synthesis from genistein of the water-soluble sodium salt of 7-O-carboxymethyl-genistein is described. Base-catalysed reaction of genistein with t-butyl bromoacetate gave 7-O-(carbo-t-butoxy)methyl-genistein, which was hydrolysed by aqueous acetic acid to 7-O-carboxymethyl-genistein and neutralised (NaHCO3) to give the target compound. The carboxylate group enhanced the water-solubility of genistein more than a thousand-fold and the new derivate will be useful as a candidate compound in pharmacological and clinical chemistry studies of isoflavones.

引用

页码：183 / 185

页数：3

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