ESTROGEN QUINONES - REACTION WITH PROPYLAMINE

被引：11

作者：

KHASNIS, D ^{[1
]}

ABULHAJJ, YJ ^{[1
]}

机构：

[1] UNIV MINNESOTA, COLL PHARM, DEPT MED CHEM, MINNEAPOLIS, MN 55455 USA

来源：

CHEMICAL RESEARCH IN TOXICOLOGY | 1994年 / 7卷 / 01期

关键词：

D O I：

10.1021/tx00037a010

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Reaction of propylamine with 2,3-estrone o-quinone (2,3-EQ) and 3,4-estrone o-quinone (3,4-EQ) gave a complex mixture of mostly unidentifiable products. Several reaction products were isolated and identified using spectroscopic techniques. With 3,4-EQ, both 1,2- and 1,6-Michael addition reactions were observed in which 4-hydroxyestradiol, an estrogen oxazole, and a violet compound identified as the iminoquinone adduct that was obtained by condensation of one molecule of an estrogen o-aminophenol with the 1,6-Michael addition product of propylamine to 3,4-EQ were identified. Unlike reactions of 3,4-EQ, only 1,2-Michael addition reactions were observed with 2,3-EQ leading to the formation of 2-hydroxyestradiol, two monoiminoquinone compounds, and a bisiminoquinone product.

引用

页码：68 / 72

页数：5