Differences in mutagenicity of the optical enantiomers of the diasteromeric benzo(a)pyrene 7,8-diol-9,10-epoxides
Journal Article
·
· Biochem. Biophys. Res. Commun.; (United States)
- Hoffmann-La Roche Inc., Nutley, NJ
Substantial differences in the mutagenic activities of the optically pure (+)- and (-)-enantiomers of the diastereomeric 7,8-dihydroxy-9, 10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrenes were observed in strains TA98 and TA100 of Salmonella typhimurium and Chinese hamster V79 cells. In strains TA98 and TA100 (-)-7..beta..,8..cap alpha..-dihydroxy-9..beta.., 10..beta..-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene was the most mutagenic compound, inducing from 1.3 to 9.5 times as many mutations as the three other optically active stereoisomers. In Chinese hamster cells (+)-7..beta..,8..cap alpha..-dihydroxy-9..cap alpha.., 10..cap alpha..-epoxy-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene was the most mutagenic compound inducing from 6 to 18 times as many variant colonies as the three other isomers. These results with known metabolites of the environmental carcinogen benzo(a)pyrene represent the first report of differences in mutagenic activity among optical enantiomers.
- OSTI ID:
- 5205192
- Journal Information:
- Biochem. Biophys. Res. Commun.; (United States), Journal Name: Biochem. Biophys. Res. Commun.; (United States) Vol. 77:4; ISSN BBRCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
560301* -- Chemicals Metabolism & Toxicology-- Cells-- (-1987)
560302 -- Chemicals Metabolism & Toxicology-- Microorganisms-- (-1987)
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ALCOHOLS
ANIMAL CELLS
ANIMALS
AROMATICS
BACTERIA
BENZOPYRENE
BIOLOGICAL EFFECTS
CONDENSED AROMATICS
ENANTIOMORPHS
EPOXIDES
GLYCOLS
HAMSTERS
HYDROCARBONS
HYDROXY COMPOUNDS
MAMMALS
METABOLISM
MICROORGANISMS
MUTAGENS
MUTATION FREQUENCY
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RODENTS
SALMONELLA
SALMONELLA TYPHIMURIUM
VERTEBRATES
560302 -- Chemicals Metabolism & Toxicology-- Microorganisms-- (-1987)
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ALCOHOLS
ANIMAL CELLS
ANIMALS
AROMATICS
BACTERIA
BENZOPYRENE
BIOLOGICAL EFFECTS
CONDENSED AROMATICS
ENANTIOMORPHS
EPOXIDES
GLYCOLS
HAMSTERS
HYDROCARBONS
HYDROXY COMPOUNDS
MAMMALS
METABOLISM
MICROORGANISMS
MUTAGENS
MUTATION FREQUENCY
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RODENTS
SALMONELLA
SALMONELLA TYPHIMURIUM
VERTEBRATES