Identification of metabolites of benzo(b)fluoranthene

Journal Article · Thu Dec 31 23:00:00 EST 1981 · Carcinogenesis (N.Y.); (United States)

DOI:https://doi.org/10.1093/carcin/3.2.171· OSTI ID:6844491

Amin, S; LaVoie, E J; Hecht, S S

The metabolism by rat liver 9000 x g supernatant of the environmental carcinogen benzo(b)fluoranthene was investigated. The major metabolites were identified, by comparison to synthetic samples, as 5- and 6-hydroxybenzo(b)fluoranthene and 4- and 7-hydroxybenzo(b)fluoranthene. The principal dihydrodiol metabolite formed under these conditions was trans-11,12-dihydro-11,12-dihydroxybenzo(b)fluoranthene, which was identified by comparison to the synthetic compound. 1,2-Dihydro-1,2-dihydroxybenzo(b)fluoranthene was identified, by its mass spectrum and by comparison if its u.v. spectrum to that of a synthetic model compound, 11-ethylidene-11H-benzo(b)fluorene. No evidence was obtained for the formation of 7b,8-dihydro-7,8-dihydroxybenzo(b)fluoranthene or trans-9,10-dihydro-9,10-dihydroxybenzo(b)fluoranthene. The latter would be the precursor to a bay region dihydrodiol epoxide of benzo(b)fluoranthene.

• Research Organization: American Health Foundation, Valhalla, NY
• OSTI ID: 6844491
• Journal Information: Carcinogenesis (N.Y.); (United States), Journal Name: Carcinogenesis (N.Y.); (United States) Vol. 3:2; ISSN CRNGD
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400102 -- Chemical & Spectral Procedures
550500* -- Metabolism
59 BASIC BIOLOGICAL SCIENCES
ANIMALS
AROMATICS
BODY
CARCINOGENS
CELL CULTURES
CHEMICAL ANALYSIS
CHROMATOGRAPHY
COMPARATIVE EVALUATIONS
CONDENSED AROMATICS
DIGESTIVE SYSTEM
GLANDS
LIQUID COLUMN CHROMATOGRAPHY
LIVER
MAMMALS
METABOLISM
METABOLITES
ORGANIC COMPOUNDS
ORGANS
QUANTITATIVE CHEMICAL ANALYSIS
RATS
RODENTS
SEPARATION PROCESSES
VERTEBRATES