Bacterial and human cell mutagenicity study of some C[sub 18]H[sub 10] cyclopenta-fused polycyclic aromatic hydrocarbons associated with fossil fuels combustion

Journal Article · Tue Jun 01 04:00:00 EDT 1993 · Environmental Health Perspectives; (United States)

DOI:https://doi.org/10.2307/3431424· OSTI ID:5888820

Lafleur, A L; Longwell, J P; Marr, J A; Monchamp, P A; Thilly, W G ^[1]; Mulder, P P.Y.; Boere, B B; Cornelisse, J; Lugtenburg, J ^[2]

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1. Massachusetts Institute of Technology, Cambridge (United States)
2. Univ. of Leiden (Netherlands)

A number of isomeric C[sub 18]H[sub 10] polycyclic aromatic hydrocarbons (PAHs), thought to be primarily cyclopenta-fused PAHs, are produced during the combustion and pyrolysis of fossil fuels. To determine the importance of their contributions to the total mutagenic activity of combustion and pyrolysis samples in which they are found, we characterized reference quantities of four C[sub 18]H[sub 10] CP-PAHs: benzol [ghi] fluoranthene (BF), cyclopenta [cd] pyrene (CPP), cyclopent [hi] acephenanthrylene (CPAP), and cyclopent [hi] acaenthrylene (CPAA). Synthesis of CPAA and CPAP is described. The availability of reference samples of these isomers also proved to be an essential aid in the identification of the C[sub 18]H[sub 10] species often found in combustion and pyrolysis samples. Chemical analysis of selected combustion and pyrolysis samples showed that CPP was generally the most abundant C[sub 18]H[sub 10] isomer, followed by CPAP and BF. CPAA was detected only in pyrolysis products from pure PAHs. We tested the four C[sub 18]H[sub 10] PAHs for mutagenicity in a forward mutation assay using S. typhimurium. CPP, BF, and CPAA were roughly twice as mutagenic as benzo[a]pyrene (BaP), whereas CPAP was only slightly active. These PAHs were also tested for mutagenic activity in human cells. In this assay, CPP and CPAA were strongly mutagenic but less active than BaP, whereas CPAP and BF were inactive at the dose levels tested. Also, the bacterial and human cell mutagenicity of CPAA and CPAP were compared with the mutagenicity of their monocyclopenta-fused analogs, aceanthrylene and acephenanthrylene. Although the mutagenicities of CPAP and acephenanthrylene are similar, the mutagenic activity of CPAA is an order of magnitude greater than that of aceanthrylene.

• OSTI ID: 5888820
• Journal Information: Environmental Health Perspectives; (United States), Journal Name: Environmental Health Perspectives; (United States) Vol. 101:2; ISSN 0091-6765; ISSN EVHPAZ
• Country of Publication: United States
• Language: English

Related Subjects

550300 -- Cytology
560300* -- Chemicals Metabolism & Toxicology
59 BASIC BIOLOGICAL SCIENCES
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMAL CELLS
AROMATICS
BACTERIA
BENZOPYRENE
BIOASSAY
CHEMICAL ANALYSIS
COMBUSTION PRODUCTS
CONDENSED AROMATICS
ENERGY SOURCES
FOSSIL FUELS
FUELS
HYDROCARBONS
ISOMERS
MICROORGANISMS
MUTAGENESIS
ORGANIC COMPOUNDS
POLYCYCLIC AROMATIC HYDROCARBONS
PYROLYSIS PRODUCTS