Metabolism of diethylstilbestrol: identification of a catechol derived from dienestrol.

Weidenfeld, J; Carter, P; Reinhold, V N; Tanner, S B; Engel, L L

Weidenfeld, J; Carter, P; Reinhold, V N; Tanner, S B; Engel, L L.

Biomed Mass Spectrom ; 5(10): 587-90, 1978 Oct.

Article en En | MEDLINE | ID: mdl-106901

RESUMEN

The enzymatic oxidation of E-3,4-bis-(p-hydroxyphenyl)-hex-3-ene (diethylstilbestrol) by either mushroom tyrosinase or rat liver microsomes in the presence of NADPH and air yields a catechol. Upon further oxidation of both compounds with periodate and condensation of the resulting o-quinones with o-phenylenediamine, phenazines are produced. The phenazines derived from the products of both the plant and animal enzyme systems are identical to the product obtained by oxidation of diethylstilbestrol with potassium nitrosodisulfonate and condensation of the o-quinone produced with o-phenylenediamine. High and low resolution mass spectra of the phenazine are consistent with its derivation from a catechol having two fewer hydrogens than diethylstilbestrol.

Asunto(s)

Dienestrol/metabolismo; Dietilestilbestrol/metabolismo; Espectrometría de Masas/métodos; Fenoles/metabolismo; Animales; Basidiomycota/enzimología; Catecoles/análisis; Catecoles/metabolismo; Femenino; Microsomas Hepáticos/enzimología; Monofenol Monooxigenasa/metabolismo; Oxidación-Reducción; Fenazinas/análisis; Fenazinas/síntesis química; Ratas

Buscar en Google

Añadir a Mi BVS

Imprimir

XML

PubMed Links

Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Fenoles / Espectrometría de Masas / Dienestrol / Dietilestilbestrol Tipo de estudio: Diagnostic_studies Límite: Animals Idioma: En Revista: Biomed Mass Spectrom Año: 1978 Tipo del documento: Article Pais de publicación: Reino Unido

Buscar en Google

Añadir a Mi BVS

Imprimir

XML

PubMed Links