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Bacterial and human cell mutagenicity study of some C18H10 cyclopenta-fused polycyclic aromatic hydrocarbons associated with fossil fuels combustion.

机译:与化石燃料燃烧相关的某些C18H10环戊基稠合多环芳烃的细菌和人体细胞致突变性研究。

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摘要

A number of isomeric C18H10 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 C18H10 CP-PAHs: benzo[ghi]fluoranthene (BF), cyclopenta[cd]pyrene (CPP), cyclopent[hi]acephenanthrylene (CPAP), and cyclopent[hi]aceanthrylene (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 C18H10 species often found in combustion and pyrolysis samples. Chemical analysis of selected combustion and pyrolysis samples showed that CPP was generally the most abundant C18H10 isomer, followed by CPAP and BF. CPAA was detected only in pyrolysis products from pure PAHs. We tested the four C18H10 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 acephenanthyrlene. Although the mutagenicities of CPAP and acephenanthrylene are similar, the mutagenic activity of CPAA is an order of magnitude greater than that of aceanthyrlene.
机译:在化石燃料的燃烧和热解过程中,产生了许多异构体C18H10多环芳烃(PAH),主要是环戊基稠合的PAH。为了确定它们对燃烧和热解样品的总诱变活性的贡献的重要性,我们对四种C18H10 CP-PAHs的参考量进行了表征:苯并[荧蒽(BF),环戊并[(CPP) ),环戊基噻吩基(CPAP)和环戊基苯乙撑(CPAA)。描述了CPAA和CPAP的合成。这些异构体的参考样品的有效性也被证明是鉴定在燃烧和热解样品中经常发现的C18H10种类的必要辅助。选定的燃烧和热解样品的化学分析表明,CPP通常是最丰富的C18H10异构体,其次是CPAP和BF。仅在纯PAH的热解产物中检测到CPAA。我们使用鼠伤寒沙门氏菌在正向突变分析中测试了四个C18H10 PAH的致突变性。 CPP,BF和CPAA的诱变作用大约是苯并[a] re(BaP)的两倍,而CPAP仅具有轻微的活性。还测试了这些PAH在人细胞中的诱变活性。在此测定法中,CPP和CPAA具有强烈的诱变作用,但不如BaP活跃,而CPAP和BF在测试的剂量水平下则无活性。此外,将CPAA和CPAP的细菌和人细胞致突变性与单环戊环融合的类似物,乙炔和对苯乙炔的致突变性进行了比较。尽管CPAP和对苯二酚的诱变作用相似,但CPAA的诱变活性比乙炔的诱变活性高一个数量级。

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