High mutagenicity and toxicity of a diol epoxide derived from benzo(a)pyrene

Journal Article · Mon Feb 09 04:00:00 EST 1976 · Biochem. Biophys. Res. Commun.; (United States)

DOI:https://doi.org/10.1016/0006-291X(76)91246-8· OSTI ID:7341177

Wislocki, P G ^[1]; Wood, A W; Chang, R L; Levin, W; Yagi, H; Hernandez, O; Jerina, D M; Conney, A H

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1. Hoffmann-LaRoche Inc., Nutley, NJ

A suspected metabolite of benzo(a)pyrene that is highly mutagenic and toxic in several strains of Salmonella typhimurium and in cultured Chinese hamster V79 cells is (+-)-7..beta..,8..cap alpha..-Dihydroxy-9..beta..,10..beta..-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene(BP 7,8-diol-9,10-epoxide). BP 7,8-diol-9,10-epoxide was approximately 5, 20 and 40 times more mutagenic than benzo(a)pyrene 4,5-oxide (BP 4,5-oxide) in strains TA 98 and TA 100 of S. typhimurium and in V79 cells, respectively. Both compounds were equally mutagenic to strain TA 1538 and non-mutagenic to strain TA 1535 of S. typhimurium. The diol epoxide was toxic to the four bacterial strains at 0.5-2.0 nmole/plate, whereas BP 4,5-oxide was nontoxic at these concentrations. In V79 cells, the diol epoxide was about 60-fold more cytotoxic than BP 4,5-oxide.

• OSTI ID: 7341177
• Journal Information: Biochem. Biophys. Res. Commun.; (United States), Journal Name: Biochem. Biophys. Res. Commun.; (United States) Vol. 68:3; ISSN BBRCA
• Country of Publication: United States
• Language: English

Related Subjects

560302* -- Chemicals Metabolism & Toxicology-- Microorganisms-- (-1987)
560305 -- Chemicals Metabolism & Toxicology-- Vertebrates-- (-1987)
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMAL CELLS
ANIMALS
AROMATICS
BACTERIA
BENZOPYRENE
CONDENSED AROMATICS
EPOXIDES
HAMSTERS
HYDROCARBONS
MAMMALS
MICROORGANISMS
MUTAGENESIS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RODENTS
SALMONELLA
SALMONELLA TYPHIMURIUM
TOXICITY
VERTEBRATES