Estrogen quinones: reaction with propylamine.

Estrogen quinones: reaction with propylamine.
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雌激素醌:与丙胺反应。

DOI:
10.1021/tx00037a010
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发表时间:
1994
影响因子:
4.1
通讯作者:
Abul-Hajj,YJ
Abul-Hajj,YJ
中科院分区:
医学3区
文献类型:
--
作者:
Khasnis,D;Abul-Hajj,YJ

文献摘要

被引文献

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丙胺与2,3-雌酮邻苯二酚(2,3-EQ)和3,4-雌酮邻苯二酚(3,4-EQ)反应生成一个复杂的混合物。利用光谱技术对几种反应产物进行了分离和鉴定。用3,4-EQ观察到1,2-和1,6-Michael加成反应,其中4-羟基雌二醇是一种雌激素恶唑,紫罗兰色化合物是由一个雌激素邻氨基苯酚与丙胺的1,6-Michael加成产物缩合得到的亚氨基醌加合物。与3,4-EQ反应不同,2,3-EQ只发生1,2-Michael加成反应,生成2-羟基雌二醇、两个单亚氨基醌化合物和一个联亚氨基醌产物。
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 theformation of 2-hydroxyestradiol, two monoiminoquinone compounds, and a bisiminoquinone product.