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pubmed-article:8839046pubmed:abstractTextReaction of 3,4-estrone o-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 addition 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.lld:pubmed
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pubmed-article:8839046pubmed:dateRevised2007-11-14lld:pubmed
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pubmed-article:8839046pubmed:articleTitleReactions of 3,4-estrone quinone with mimics of amino acid side chains.lld:pubmed
pubmed-article:8839046pubmed:affiliationDepartment of Medicinal Chemistry, University of Minnesota, Minneapolis 55455, USA.lld:pubmed
pubmed-article:8839046pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:8839046pubmed:publicationTypeResearch Support, U.S. Gov't, P.H.S.lld:pubmed