ChemInform Abstract: A STUDY OF CHEMICAL CARCINOGENESIS. 57. SYNTHESIS AND MUTAGENICITY OF DIHYDRODIOL METABOLITES OF BENZO(B)FLUORANTHENE
摘要:
The syntheses of the two major hepatic microsomal dihydrodiol metabolites of the environmental carcinogen, benzo[b]fluoranthene, are described. 1,2-Dihydro-1,2-dihydroxybenzo[b]fluoranthene was prepared from 11H-benzo[b]fluorene-11-carboxylic acid. The key intermediate was 1-oxo-1,2,3,3a-tetrahydrobenzo[b]fluoranthene which was prepared by regiospecific cyclization of 11H-benzo[b]fluorene-11-propionic acid chloride. 11,12-Dihydro-11,12-dihydroxybenzo[b]fluoranthene was synthesized from 2-methylfluoranthene via 12-oxo-9,10,11,12-tetrahydrobenzo[b]fluoranthene. Both dihydrodiols were mutagenic toward Salmonella typhimurium TA 100, but their activities were less than that of benzo[b]fluoranthene.
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DOI:
10.1002/chin.198435198
被引量:
年份:
1984
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