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Dinitro and mononitrobenzo(ghi)perylenes and mononitrocoronene are highly mutagenic in the Ames Salmonella assay

Journal Article · · Environ. Manage.; (United States)
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Benzo(ghi)perylene (B(ghi)Per, (191-24-2)) and coronene (Cor, (191-07-1)) are major constituents of the polycyclic aromatic hydrocarbons (PAH) found in automobile exhaust and polluted air. Nitration of these PAH by NO/sub 2/ and traces of HNO/sub 3/, which are also formed in automobile exhaust, seems highly probable. To identify the presence of these nitroarenes in environmental samples and to examine their mutagenic potencies the authors synthesized and characterized nitro derivatives of both PAH. 5-NO/sub 2/B(ghi)Per(81316-87-2) and 1-NO/sub 2/Cor(81316-84-9) produced 405 and 340 reverants/nmole, respectively, in TA98 in the presence of 0.6 mg of microsomal enzymes (S-9) per plate in the Ames test. 5,8-diNO/sub 2/B(ghi)Per (83292-25-5) and 5,10-diNO/sub 2/B(ghi)Per (83292-26-6) produced 21,500 and 4000 revertants/nmole in TA98NR without microsomal activation. Mutagenicity for the dinitrobenzo(ghi)perylenes was also high in TA98NR and TA97 but was reduced by 97% in TA98-1,8DNP. There is close similarity in the orientation and distances between reactive sites (nitronium ion and carbocation) on the dinitrobenzo(ghi)perylenes and 1,6 dinitropyrene (42397-64-8) and 1,8-dinitropyrene (42397-65-9).

Research Organization:
California State Dept. of Health Services, Berkeley
OSTI ID:
5073723
Journal Information:
Environ. Manage.; (United States), Journal Name: Environ. Manage.; (United States) Vol. 5:6; ISSN EMNGD
Country of Publication:
United States
Language:
English

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Related Subjects

550500 -- Metabolism
560302* -- Chemicals Metabolism & Toxicology-- Microorganisms-- (-1987)
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
AUTOMOBILES
BACTERIA
CHEMICAL PREPARATION
CHEMICAL PROPERTIES
EXHAUST GASES
FLUIDS
GASEOUS WASTES
GASES
METABOLIC ACTIVATION
MICROORGANISMS
MUTAGEN SCREENING
NITRATION
NITRO COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYCYCLIC NITRO COMPOUNDS
SALMONELLA
SALMONELLA TYPHIMURIUM
SCREENING
SYNTHESIS
VEHICLES
WASTES