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Chemical Compound Review

pyrenol     pyren-1-ol

Synonyms: Pyren-1-ol, AGN-PC-00KC7Z, AG-F-82013, ANW-31645, NSC-30968, ...
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Disease relevance of pyren-1-ol


Psychiatry related information on pyren-1-ol


High impact information on pyren-1-ol

  • This evaluation shows that the most relevant biomarkers for estimating individual exposure to environmental pollution are 1-hydroxypyrene for polycyclic aromatic hydrocarbons and urinary benzene and S-phenylmercapturic for benzene [6].
  • The increase in anti-B[a]PDE-DNA adduct levels (ln values) was significantly related in a multiple linear regression analysis to PAH exposure (i.e. urinary post-shift excretion of 1-pyrenol) (t = 2.61, P = 0.0115), lack of GSTM1 activity (t = 2.41, P = 0.0192) and to low DNA repair capacity of the XPC-PAT+/+ genotype (t = 2.34, P = 0.0226) [7].
  • Furthermore, no relation (P > 0.05) could be established between DNA damage in WBC and biomarkers of internal exposure (1-hydroxypyrene (1-OHP) and sum of five hydroxyphenanthrenes (OHPHs)) [8].
  • In the presence of genetic polymorphisms of cytochrome P4501A1, a positive correlation was demonstrated between aromatic DNA adducts and urinary 1-hydroxypyrene levels [9].
  • Exposure to polycyclic aromatic hydrocarbons (PAH) was estimated from urinary 1-pyrenol levels, which varied from 0.23 to 5.59 micromol/mol creatinine [10].

Biological context of pyren-1-ol


Anatomical context of pyren-1-ol


Associations of pyren-1-ol with other chemical compounds


Gene context of pyren-1-ol


Analytical, diagnostic and therapeutic context of pyren-1-ol

  • We quantitated the PAH exposure level in air samples using personal sampling devices, collected urine samples from the same individuals, and measured 1-hydroxypyrene with high performance liquid chromatography [28].
  • Much larger differences between mean values in patients and volunteers were observed with the 1-hydroxypyrene assay compared with the PAH metabolite ELISA [1].
  • Two biomarkers, 1-hydroxypyrene in urine measured by high-performance liquid chromatography with fluorescence detection (a measure of internal dose) and PAH-DNA adducts in WBC measured by immunoassay (a measure of biologically effective dose) were assessed to demonstrate their relationship to the lowest exposures yet analyzed in foundry workers [29].
  • The concentration of 1-hydroxypyrene was measured by means of HPLC and the mutagenic activity was assessed by the Ames assay with Salmonella tester strain YG1021 and S9 mix [15].
  • Urinary 1-hydroxypyrene levels of the exposed group were 80 times higher than those of the control group [30].


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  2. Highly increased urinary 1-hydroxypyrene excretion rate in patients with atopic dermatitis treated with topical coal tar. Veenhuis, R.T., van Horssen, J., Bos, R.P., Anzion, R.B., Van Der Valk, P.G. Arch. Dermatol. Res. (2002) [Pubmed]
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  5. Urinary 1-hydroxypyrene in coke oven workers relative to exposure, alcohol consumption, and metabolic enzymes. Zhang, J., Ichiba, M., Hara, K., Zhang, S., Hanaoka, T., Pan, G., Yamano, Y., Takahashi, K., Tomokuni, K. Occupational and environmental medicine. (2001) [Pubmed]
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  7. Reduced nucleotide excision repair and GSTM1-null genotypes influence anti-B[a]PDE-DNA adduct levels in mononuclear white blood cells of highly PAH-exposed coke oven workers. Pavanello, S., Pulliero, A., Siwinska, E., Mielzynska, D., Clonfero, E. Carcinogenesis (2005) [Pubmed]
  8. Analysis of 8-oxo-7,8-dihydro-2'-deoxyguanosine and DNA strand breaks in white blood cells of occupationally exposed workers: comparison with ambient monitoring, urinary metabolites and enzyme polymorphisms. Marczynski, B., Rihs, H.P., Rossbach, B., Hölzer, J., Angerer, J., Scherenberg, M., Hoffmann, G., Brüning, T., Wilhelm, M. Carcinogenesis (2002) [Pubmed]
  9. A study of multiple biomarkers in coke oven workers--a cross-sectional study in China. Pan, G., Hanaoka, T., Yamano, Y., Hara, K., Ichiba, M., Wang, Y., Zhang, J., Feng, Y., Shujuan, Z., Guan, D., Gao, G., Liu, N., Takahashi, K. Carcinogenesis (1998) [Pubmed]
  10. GSTM1 and NAT2 genotypes and urinary mutagens in coke oven workers. Gabbani, G., Hou, S.M., Nardini, B., Marchioro, M., Lambert, B., Clonfero, E. Carcinogenesis (1996) [Pubmed]
  11. A rapid and simple method for the analysis of 1-hydroxypyrene glucuronide: a potential biomarker for polycyclic aromatic hydrocarbon exposure. Singh, R., Tucek, M., Maxa, K., Tenglerová, J., Weyand, E.H. Carcinogenesis (1995) [Pubmed]
  12. In vivo formation of mutagens by intraperitoneal administration of polycyclic aromatic hydrocarbons in animals during exposure to nitrogen dioxide. Miyanishi, K., Kinouchi, T., Kataoka, K., Kanoh, T., Ohnishi, Y. Carcinogenesis (1996) [Pubmed]
  13. Influence of GSTM1, GSTT1, GSTP1, and EPHX gene polymorphisms on DNA adduct level and HPRT mutant frequency in coke-oven workers. Viezzer, C., Norppa, H., Clonfero, E., Gabbani, G., Mastrangelo, G., Hirvonen, A., Celotti, L. Mutat. Res. (1999) [Pubmed]
  14. Kinetics of tissue distribution and elimination of pyrene and 1-hydroxypyrene following intravenous administration of [14C]pyrene in rats. Bouchard, M., Krishnan, K., Viau, C. Toxicol. Sci. (1998) [Pubmed]
  15. Urinary 1-hydroxypyrene and mutagenicity in bus drivers and mail carriers exposed to urban air pollution in Denmark. Hansen, A.M., Wallin, H., Binderup, M.L., Dybdahl, M., Autrup, H., Loft, S., Knudsen, L.E. Mutat. Res. (2004) [Pubmed]
  16. Formation of aromatic DNA adducts in white blood cells in relation to urinary excretion of 1-hydroxypyrene during consumption of grilled meat. van Maanen, J.M., Moonen, E.J., Maas, L.M., Kleinjans, J.C., van Schooten, F.J. Carcinogenesis (1994) [Pubmed]
  17. Oxidative microsomal metabolism of 1-nitropyrene and DNA-binding of oxidized metabolites following nitroreduction. Djurić, Z., Fifer, E.K., Howard, P.C., Beland, F.A. Carcinogenesis (1986) [Pubmed]
  18. Glucuronidation of 1-hydroxypyrene by human liver microsomes and human UDP-glucuronosyltransferases UGT1A6, UGT1A7, and UGT1A9: development of a high-sensitivity glucuronidation assay for human tissue. Luukkanen, L., Mikkola, J., Forsman, T., Taavitsainen, P., Taskinen, J., Elovaara, E. Drug Metab. Dispos. (2001) [Pubmed]
  19. Assessment of potential cancer risk in children exposed to urban air pollution in Bangkok, Thailand. Ruchirawat, M., Settachan, D., Navasumrit, P., Tuntawiroon, J., Autrup, H. Toxicol. Lett. (2007) [Pubmed]
  20. Pyrene biotransformation and kinetics in the hepatopancreas of the isopod Porcellio scaber. Stroomberg, G.J., Ariese, F., Gestel, C.A., Hattum Bv, B., Velthorst, N.H., Straalen, N.M. Arch. Environ. Contam. Toxicol. (2004) [Pubmed]
  21. Smoking status and occupational exposure affects oxidative DNA injury in boilermakers exposed to metal fume and residual oil fly ash. Mukherjee, S., Palmer, L.J., Kim, J.Y., Aeschliman, D.B., Houk, R.S., Woodin, M.A., Christiani, D.C. Cancer Epidemiol. Biomarkers Prev. (2004) [Pubmed]
  22. Improved glucuronide hydrolysis in the determination of urinary 1-hydroxypyrene. Wegener, J.W., Hopman-Ubbels, G.H., Van Velzen, M. Journal of chromatography. A (2006) [Pubmed]
  23. Effect of 'PC Game Room' use and polycyclic aromatic hydrocarbon exposure on plasma testosterone concentrations in young male Koreans. Kim, H., Kang, J.W., Ku, S.Y., Kim, S.H., Cho, S.H., Koong, S.S., Kim, Y.D., Lee, C.H. Hum. Reprod. (2005) [Pubmed]
  24. Solvent effect on cDNA-expressed human sulfotransferase (SULT) activities in vitro. Ma, B., Shou, M., Schrag, M.L. Drug Metab. Dispos. (2003) [Pubmed]
  25. CYP1A1 and GSTM1 polymorphisms affect urinary 1-hydroxypyrene levels after PAH exposure. Alexandrie, A.K., Warholm, M., Carstensen, U., Axmon, A., Hagmar, L., Levin, J.O., Ostman, C., Rannug, A. Carcinogenesis (2000) [Pubmed]
  26. Impact of metabolic genotypes on levels of biomarkers of genotoxic exposure. Schoket, B., Papp, G., Lévay, K., Mracková, G., Kadlubar, F.F., Vincze, I. Mutat. Res. (2001) [Pubmed]
  27. Kinetic characterization of the 1A subfamily of recombinant human UDP-glucuronosyltransferases. Luukkanen, L., Taskinen, J., Kurkela, M., Kostiainen, R., Hirvonen, J., Finel, M. Drug Metab. Dispos. (2005) [Pubmed]
  28. Biological monitoring of polycyclic aromatic hydrocarbon exposure in a highly polluted area of Poland. Ovrebø, S., Fjeldstad, P.E., Grzybowska, E., Kure, E.H., Chorazy, M., Haugen, A. Environ. Health Perspect. (1995) [Pubmed]
  29. Polycyclic aromatic hydrocarbon-DNA adducts in white blood cells and urinary 1-hydroxypyrene in foundry workers. Santella, R.M., Hemminki, K., Tang, D.L., Paik, M., Ottman, R., Young, T.L., Savela, K., Vodickova, L., Dickey, C., Whyatt, R. Cancer Epidemiol. Biomarkers Prev. (1993) [Pubmed]
  30. Urinary 1-hydroxypyrene levels in workers exposed to coke oven emissions at various locations in a coke oven plant. Lu, P.L., Chen, M.L., Mao, I.F. Arch. Environ. Health (2002) [Pubmed]
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