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  • 标题:Cyclopenta[c,d]pyrene: a highly mutagenic polycyclic aromatic hydrocarbon
  • 本地全文:下载
  • 作者:E Eisenstadt ; A Gold
  • 期刊名称:Proceedings of the National Academy of Sciences
  • 印刷版ISSN:0027-8424
  • 电子版ISSN:1091-6490
  • 出版年度:1978
  • 卷号:75
  • 期号:4
  • 页码:1667-1669
  • DOI:10.1073/pnas.75.4.1667
  • 语种:English
  • 出版社:The National Academy of Sciences of the United States of America
  • 摘要:A polycyclic aromatic hydrocarbon recently isolated from carbon black and identified as cyclopenta[c,d]pyrene (CPP) is highly mutagenic. By the criteria of the Salmonella/mammalian-microsome mutagenicity test, the mutagenic potency of CPP is equalled by only two other naturally occurring polycyclic aromatic hydrocarbons--benzo[a]pyrene and dibenz[a,c]anthracene. The potent mutagenicity of CPP is noteworthy for two reasons: (i) CPP is a mutagenic polycyclic aromatic hydrocarbon without a "bay-region" and (ii) there is evidence that it is distributed widely in the environment. On the basis of experimental observations and perturbational molecular orbital calculations we propose that a mutagenic metabolite of CPP will be the 3,4-oxide. The carbonium ion derived from opening of CPP 3,4-oxide is identical to that derived from opening of benzo[a]pyrene 7,8-diol-9,10-oxide, the metabolite now thought to be an ultimate mutagenic and carcinogenic species.
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