Microsomal metabolism of dibenz[a,c]anthracene, dibenz[a,h]anthracene and dibenz[a,j]anthracene to bis-dihydrodiols and polyhydroxylated products |
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Authors: | Sophie Lecoq Odilon Chalvet Helene Strapelias Philip L Grover David H Phillips and Maurice Duquesne |
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Institution: | a Haddow Laboratories, The Institute of Cancer Research, Cotswold Road, Belmont, Sutton, Surrey SM2 5NG, U.K. b Laboratoire de Physique et Chimie Biomoléculaire, Institut Curie et Université Pierre et Marie Curie, 11, rue Pierre et Marie Curie, 75231, Paris Cédex 05, France |
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Abstract: | Polar, ethyl acetate soluble metabolites formed in incubations of dibenza,c]-anthracene (DBa,c]A), dibenza,h]anthracene (DBa,h]A) and the related DBa,h]A 3,4-diol and dibenza,j]anthracene (DBa,j]A) with 3-methylcholanthrene (3-MC)-induced rat liver microsomal preparations have been separated by HPLC and examined using fluorescence, UV and NMR spectroscopy. Metabolites with spectral properties consistant with their identification as the 3,4:8,9-bis-diol of DBa,j]A and a 1,2,3,4,12,13-hexol derived from DBa,c]A were found. DBa,h]A was metabolized to three polar products identified as the 3,4:10,11-bis-diol and the related 1,2,3,4,8,9- and 1,2,3,4,10,11-hexols, which were also formed, together with the related 1,2,3,4-tetrol, from the DBa,h]A 3,4-diol. The possible role of bis-diols in the metabolic activation of these three dibenzanthracenes is discussed. |
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Keywords: | Dibenzanthracenes Metabolism bis-Dihydrodiols |
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