Mutagenicities and Endocrine-disrupting Activities of 1-Hydroxy-2-nitropyrene and 1-Hydroxy-5-nitropyrene

• Kameda Takayuki

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Akiyama Ayuko

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Yoshita Morio

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Tachikawa Chihiro

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Toriba Akira

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Tang Ning

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

• Hayakawa Kazuichi

  Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University

Abstract

The mutagenicities and endocrine-disrupting activities of two isomers of mononitrated 1-hydroxypyrene [1-hydroxy-x-nitropyrenes (1-OH-x-NPs); x=2 and 5], which are not only photoreaction products of 1-nitropyrene (1-NP) but also constituent of ambient airborne particles, were evaluated for the first time using the Ames plate incorporation assay and the yeast two-hybrid assay, respectively. The mutagenicity of 1-OH-5-NP was weakly positive in the absence of rat liver S9, but was enhanced up to 3-fold with the metabolic activation by S9. On the contrary, 1-OH-2-NP did not exhibit significant mutagenicity in the presence or absence of S9. 1-OH-5-NP showed weak estrogenic activity, but 1-OH-2-NP did not show any estrogenic activity. The concentration of 1-OH-5-NP that gave 10% of activity of 1.0×10^-6 M 17β-estradiol (E₂) was 5.4×10^-7 M. 1-OH-5-NP exhibited stronger antiestrogenic and antiandrogenic activities than 1-OH-2-NP. 1-OH-5-NP at a concentration of 1.0×10^-6 M inhibited 71 and 90% of β-galactosidase activity induced by 1.0×10^-9 M of E₂ and 1.0×10^-8 M of 5α-dihydrotestosterone (DHT), respectively. On the other hand, 1.0×10^-6 M of 1-OH-2-NP inhibited 16 and 43% of β-galactosidase activity induced by 1.0×10^-9 M of E₂ and 1.0×10^-8 M of DHT, respectively. These findings point out the need for determining the environmental sources and distribution of 1-OH-2-NP and 1-OH-5-NP as well as the other hydroxynitropyrene isomers.

Journal

• Journal of Health Science

  Journal of Health Science 57 (4), 372-377, 2011

  The Pharmaceutical Society of Japan

Keywords

• nitropyrene
• nitropyrenol
• polycyclic aromatic hydrocarbon
• mutagen
• endocrine disruptor

Details

• CRID: 1390001204498552576
• NII Article ID: 130001001083
• NII Book ID: AA11316464
• DOI: 10.1248/jhs.57.372
• COI: 1:CAS:528:DC%2BC3MXhtV2gu7zP
• ISSN: 13475207
• ISSN: 13449702
• NDL BIB ID: 11173947
• Web Site: http://hdl.handle.net/2297/29005
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I11173947
• Web Site: http://www.jstage.jst.go.jp/article/jhs/57/4/57_4_372/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/2012103652
• Text Lang: en
• Data Source:
  • JaLC
  • IRDB
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed