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Reactions of 3,4-estrone quinone with mimics of amino acid side chains.
Abul-Hajj, Y J; Tabakovic, K; Gleason, W B; Ojala, W H.
Afiliación
  • Abul-Hajj YJ; Department of Medicinal Chemistry, University of Minnesota, Minneapolis 55455, USA.
Chem Res Toxicol ; 9(2): 434-8, 1996 Mar.
Article en En | MEDLINE | ID: mdl-8839046
Reaction 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.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Estrenos / Aminoácidos Idioma: En Revista: Chem Res Toxicol Asunto de la revista: TOXICOLOGIA Año: 1996 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Buscar en Google
Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Estrenos / Aminoácidos Idioma: En Revista: Chem Res Toxicol Asunto de la revista: TOXICOLOGIA Año: 1996 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos