Reactions of 3,4-estrone quinone with mimics of amino acid side chains.
Reactions of 3,4-estrone quinone with mimics of amino acid side chains.
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3,4-雌酮醌与氨基酸侧链模拟物的反应。
DOI：
10.1021/tx950146p
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发表时间：
1996
期刊：
影响因子：
--
通讯作者：
Ojala,WH
中科院分区：
文献类型：
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作者：
Abul-Hajj,YJ;Tabakovic,K;Gleason,WB;Ojala,WH
3,4-雌酮-醌（3,4- eq）与几种氨基酸侧链模拟物，包括4-乙基苯酚、4-甲基咪唑、乙酸和丙硫醇反应，得到几种产物的混合物，包括儿茶酚、迈克尔加成产物和儿茶酚的二聚体产物。另一方面，其他几种氨基酸侧链模拟物，包括乙醇、乙酰胺、1-乙基胍和3-甲基吲哚，没有产生任何加成产物或形成儿茶酚。Michael在3,4- eq上与4-甲基咪唑、乙酸酯和4-乙基苯氧化合物加成得到1,4加成产物C-1，而与丙硫醇反应得到C-2加成产物。
Reaction of 3,4-estroneo-quinone (3,4-EQ) with several amino acid side chain mimics, including 4-ethylphenol, 4-methylimidazole, acetic acid, and propanethiol, gave a mixture of several products including the catechol, Michael addition products, and dimeric products of the catechol. On the other hand, several other amino acid side chain mimics, including ethanol, acetamide, 1-ethylguanidine, and 3-methylindole, did not result in any addition products or catechol formation. Michael additions to 3,4-EQ with 4-methylimidazole, acetate, and 4-ethyl phenoxide resulted in 1,4-addition, leading to C-1 adducts while reaction with propanethiol gave the C-2 addition product.