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

被引：6
|
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
收藏
页码：183 / 185
页数：3
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