Carcinogenic Polycyclic Aromatic Hydrocarbons

Comprehensive Toxicology, Second Edition

Volumn 14, Issue , 2010, Pages 85-123

  Luch, A ^a   Baird, W M ^b  

^a FEDERAL INSTITUTE FOR RISK ASSESSMENT   (Germany)

^b OREGON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85012845332     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-08-046884-6.01407-X     Document Type: Chapter

References (270)

1. Agarwal S.K., Sayer J.M., Yeh H.J.C., Pannell L.K., Hilton B.D., Pigott M.A., Dipple A., Yagi H., Jerina D.M. J. Am. Chem. Soc. 1987, 109:2497-2504.
2. Albagli A., Oja H., Dubois L. Environ. Lett. 1974, 6:241-251.
3. Amin S., Krzeminski J., Rivenson A., Kurtzke C., Hecht S.S., El-Bayoumy K. Carcinogenesis 1995, 16:1971-1974.
4. Arcos J.C., Woo Y.T., Lai L.Y. J. Environ. Sci. Health 1988, C6:1-150.
5. Arlt V.M., Stiborová M., Henderson C.J., Thiemann M., Frei E., Aimová D., Singh R., da Costa G.G., Schmitz O.J., Farmer P.B. Carcinogenesis 2008, 29:656-665.
6. Armstrong B., Tremblay C., Baris D., Thériault G. Am. J. Epidemiol. 1994, 139:250-262.
7. Armstrong R.N. Crit. Rev. Biochem. Mol. Biol. 1987, 22:39-88.
8. Public Health Statement, Polycyclic Aromatic Hydrocarbons 1990, ATSDR, Agency for Toxic Substances and Disease Registry, U.S. Department of Health and Human Services, Atlanta, GA.
9. Toxicological Profile for Polycyclic Aromatic Hydrocarbons (PAHs) 1995, ATSDR, Agency for Toxic Substances and Disease Registry, U.S. Department of Health and Human Services, Atlanta, GA.
10. Badger G.M. Br. J. Cancer 1948, 2:309-350.
11. Baird W.M., Harvey R.G., Brookes P. Cancer Res. 1975, 35:54-57.
12. Bayram A., Müezzinoglu A. Environmental Xenobiotics 1996, 333-354. Francis & Taylor, London. M. Richardson (Ed.).
13. Berenblum I., Schoental R. Cancer Res. 1943, 3:145-150.
14. Bhattacharya S., Barbacci D.C., Shen M., Liu J.N., Gasale G.P. Chem. Res. Toxicol. 2003, 16:479-486.
15. Bigger C.A., Sawicki J.T., Blake D.M., Raymond L.G., Dipple A. Cancer Res. 1983, 43:5647-5651.
16. Binkova B., Sram R.J. Mutat. Res. 2004, 547:109-121.
17. Bjørseth A., Becher G. PAH in Work Atmospheres: Occurrence and Determination 1986, CRC Press, Boca Raton, FL.
18. Bock K.W., Gschaidmeier H., Seidel A., Baird S., Burchell B. Mol. Pharmacol. 1992, 42:613-618.
19. Borgen A., Darvey H., Castagnoli N., Crocker T.T., Rasmussen R.E., Wang I.Y. J. Med. Chem. 1973, 16:502-506.
20. Borm P.J.A., Knaapen A.M., Schins R.P.F., Godschalk R.W.L., van Schooten F.J. Environ. Health Perspect. 1997, 105(Suppl. 5):1089-1093.
21. Bos J.L. Cancer Res. 1989, 49:4682-4689.
22. Bosetti C., Boffetta P., La Veccia C. Ann. Oncol. 2007, 18:431-446.
23. Boström C.E., Gerde P., Hanberg A., Jernström B., Johansson C., Kyrklund T., Rannug A., Törnquist M., Victorin K., Westerholm R. Environ. Health Perspect. 2002, 110(Suppl. 3):451-489.
24. Boyland E. Biochem. Soc. Symp. 1950, 5:40-54.
25. Boyland E., Levi A.A. Biochem. J. 1935, 29:2679-2683.
26. Boyland E., Weigert F. Br. Med. Bull. 1947, 4:354-359.
27. Breen A.P., Murphy J.A. Free Radic. Biol. Med. 1995, 18:1033-1077.
28. Brookes P., Lawley P.D. Nature 1964, 202:781-784.
29. Buterin T., Hess M.T., Luneva N., Geacintov N.E., Amin S., Kroth H., Seidel A., Naegeli H. Cancer Res. 2000, 60:1849-1856.
30. Buters J., Quintanilla-Martinez L., Schober W., Soballa V.J., Hintermair J., Wolff T., Gonzalez F.J., Greim H. Carcinogenesis 2003, 24:327-334.
31. Buters J.T.M., Mahadevan B., Quintanilla-Martinez L., Gonzalez F.J., Greim H., Baird W.M., Luch A. Chem. Res. Toxicol. 2002, 15:1127-1135.
32. Buters J.T.M., Sakai S., Richter T., Pineau T., Alexander D.L., Savas U., Doehmer J., Ward J.M., Jefcoate C.R., Gonzalez F.J. Proc. Natl. Acad. Sci. USA 1999, 96:1977-1982.
33. Cavalieri E.L., Higginbotham S., RamaKrishna N.V.S., Devanesan P.D., Todorovic R., Rogan E.G., Salmasi S. Carcinogenesis 1991, 12:1939-1944.
34. Cavalieri E.L., Rogan E.G. Pharmacol. Ther. 1992, 55:183-199.
35. Cavalieri E.L., Rogan E.G. Xenobiotica 1995, 25:677-688.
36. Cavalieri E.L., Rogan E.G., Cremonesi P., Devanesan P.D. Biochem. Pharmacol. 1988, 37:2173-2182.
37. Cavalieri E.L., Rogan E.G., Higginbotham S., Cremonesi P., Salmasi S. J. Cancer Res. Clin. Oncol. 1989, 115:67-72.
38. Cavalieri E.L., Rogan E.G., Li K.M., Todorovic R., Ariese F., Jankowiak R., Grubor N., Small G.J. Chem. Res. Toxicol. 2005, 18:976-983.
39. Chakravarti D., Mailander P., Franzen J., Higginbotham S., Cavalieri E.L., Rogan E.G. Oncogene 1998, 16:3203-3210.
40. Chakravarti D., Mailander P.C., Cavalieri E.L., Rogan E.G. Mutat. Res. 2000, 456:17-32.
41. Chakravarti D., Pelling J.C., Cavalieri E.L., Rogan E.G. Proc. Natl. Acad. Sci. USA 1995, 92:10422-10426.
42. Chakravarti D., Venugopal D., Mailander P.C., Meza J.L., Higginbotham S., Cavalieri E.L., Rogan E.G. Mutat. Res. 2008, 649:161-178.
43. Chen J.X., Zheng Y., West M., Tang M.S. Cancer Res. 1998, 58:2070-2075.
44. Chen L., Devanesan P.D., Higginbotham S., Ariese F., Jankowiak R., Small G.J., Rogan E.G., Cavalieri E.L. Chem. Res. Toxicol. 1996, 9:897-903.
45. Cheng S.C., Hilton B.D., Roman J.M., Dipple A. Chem. Res. Toxicol. 1989, 2:334-340.
46. Cheng S.C., Hilton B.D., Roman J.M., Dipple A., Cheng S.C., Prakash A.S., Pigott M.A., Hilton B.D., Roman J.M., Lee H., et al. Chem. Res. Toxicol. 1988, 1:216-221.
47. Chevion M. Free Radic. Biol. Med. 1988, 5:27-37.
48. Cogliano V.J., Baan R.A., Straif K., Grosse Y., Secretan B., El Ghissassi F. Environ. Mol. Mutagen. 2008, 49:100-109.
49. Conney A.H. Cancer Res. 1982, 42:4875-4917.
50. Conney A.H., Chang R.L., Cui X.X., Schiltz M., Yagi H., Jerina D.M., Wei S.J. Adv. Exp. Med. Biol. 2001, 500:697-707.
51. Cook J.W., Haslewood G.A.D., Hewett C.L., Hieger I., Kennaway E.L., Mayneord W.V. Am. J. Cancer 1937, 29:219-259.
52. Cotgreave I.A., Moldéus P., Orrenius S. Annu. Rev. Pharmacol. Toxicol. 1988, 28:189-212.
53. Courter L.A., Luch A., Musafia-Jeknic T., Arlt V.M., Fischer K., Bildfell R., Pereira C., Phillips D.H., Poirier M.C., Baird W.M. Cancer Lett. 2008, 265:135-147.
54. Daly J.W., Jerina D.M., Witkop B. Experientia 1972, 28:1129-1164.
55. de vos R.H., van Dokkum W., Schouten A., de Jong-Berkhout P. Food Chem. Toxicol. 1990, 28:263-268.
56. Degen G.H., Vogel C., Abel J. Enzyme Systems that Metabolize Drugs and Other Xenobiotics 2002, 189-230. John Wiley & Sons, UK. C. Ioannides (Ed.).
57. Denissenko M.F., Chen J.X., Tang M.S., Pfeifer G.P. Proc. Natl. Acad. Sci. USA 1997, 94:3893-3898.
58. Denissenko M.F., Pao A., Pfeifer G.P., Tang M.S. Oncogene 1998, 16:1241-1247.
59. Denissenko M.F., Pao A., Tang M.S., Pfeifer G.P. Science 1996, 274:430-432.
60. Deutsch-Wenzel R.P., Brune H., Grimmer G., Dettbarn G., Misfeld J. J. Natl. Cancer Inst. 1983, 71:539-544.
61. Dipple A. DNA Adducts: Identification and Biological Significance 1994, 107-129. International Agency for Research on Cancer, Lyon, France, IARC Scientific Publication No. 125. K. Hemminki, A. Dipple, D.E.G. Shuker, F.F. Kadlubar, D. Segerbäck, H. Bartsch (Eds.).
62. Dipple A., Lawley P.D., Brookes P. Eur. J. Cancer 1968, 4:493-506.
63. Dipple A., Moschel R.C., Bigger C.A.H. Chemical Carcinogens 1984, 41-163. ACS Monograph 182, American Chemical Society, Washington, DC. C.E. Searle (Ed.).
64. Dipple A., Moschel R.C., Hudgins W.R. Drug Metab. Rev. 1982, 13:249-268.
65. Dipple A., Tomaszewski J.E., Moschel R.C., Bigger C.A., Nebzydoski J.A., Egan M. Cancer Res. 1979, 39:1154-1158.
66. Eaton D.L., Bammler T.K. Toxicol. Sci. 1999, 49:156-164.
67. Findings of the EFSA Data Collection on Polycyclic Aromatic Hydrocarbons in Food 2007, EFSA (European Food Safety Authority), EFSA, Parma, Italy, Issued on 29 June 2007. http://www.efsa.europa.eu/EFSA/efsa_locale-1178620753812_1178642214248.htm.
68. Einholf H.J., Story W.T., Marcus C.B., Larsen M.C., Jefcoate C.R., Greenlee W.F., Yagi H., Jerina D.M., Amin S., Park S.S., et al. Chem. Res. Toxicol. 1997, 10:609-617.
69. Engst W., Landsiedel R., Hermersdörfer H., Doehmer J., Glatt H.R. Carcinogenesis 1999, 20:1777-1785.
70. Estabrook R.W., Werringloer J., Capdevila J., Prough R.A. Polycyclic Hydrocarbons and Cancer 1978, Vol. I:285-319. Academic Press, New York. H.V. Gelboin, P.O.P. Ts'o (Eds.).
71. Fang J.L., Beland F.A., Doerge D.R., Wiener D., Guillemette C., Marques M.M., Lazarus P. Cancer Res. 2002, 62:1978-1986.
72. Farmer P.B., Shuker D.E.G. Mutat. Res. 1999, 424:275-286.
73. Feng Z., Hu W., Chen J.X., Pao A., Li H., Rom W., Hung M.C., Tang M.S. J. Natl. Cancer Inst. 2002, 94:1527-1536.
74. Flesher J.W., Sydnor K.L. Int. J. Cancer 1973, 11:433-437.
75. Flowers L., Bleczinski W.F., Burczynski M.E., Harvey R.G., Penning T.M. Biochemistry 1996, 35:13664-13672.
76. Flowers L., Ohnishi S.T., Penning T.M. Biochemistry 1997, 36:8640-8648.
77. Förster K., Preuss R., Rossbach B., Brüning T., Angerer J., Simon P. Occup. Environ. Med. 2008, 65:224-229.
78. Friedberg E.C. Nat. Rev. Cancer 2001, 1:22-33.
79. Friedberg T., Becker R., Oesch F., Glatt H. Carcinogenesis 1994, 15:171-175.
80. Fuchs J., Mlcoch J., Platt K.L., Oesch F. Carcinogenesis 1993, 14:563-567.
81. Gallo V., Khan A., Gonzalez C., Phillips D.H., Schoket B., Györffy E., Anna L., Kovacs K., Møller P., Loft S. Biomarkers 2008, 13:505-534.
82. Geacintov N.E., Broyde S., Buterin T., Naegeli H., Wu M., Yan S., Patel D.J. Biopolymers 2002, 65:202-210.
83. Geacintov N.E., Cosman M., Hingerty B.E., Amin S., Broyde S., Patel D.J. Chem. Res. Toxicol. 1997, 10:111-146.
84. Gil L., King L., Adonis M. Inhal. Toxicol. 2000, 12:1185-1204.
85. Glatt H. Chem. Biol. Interact. 2000, 129:141-170.
86. Glatt H., Piée A., Pauly K., Steinbrecher T., Schrode R., Oesch F., Seidel A. Cancer Res. 1991, 51:1659-1667.
87. Glatt H., Wameling C., Elsberg S., Thomas H., Marquardt H., Hewer A., Phillips D.H., Oesch F., Seidel A. Carcinogenesis 1993, 14:11-19.
88. Glatt H.R. The Carcinogenic Effects of Polycyclic Aromatic Hydrocarbons 2005, 283-314. Imperial College Press, London. A. Luch (Ed.).
89. Glatt H.R., Boeing H., Engelke C.E.H., Ma L., Kuhlow A., Pabel U., Pomplun D., Teubner W., Meinl W. Mutat. Res. 2001, 482:27-40.
90. Glatt H.R., Cooper C.S., Grover P.L., Sims P., Bentley P., Merdes M., Waechter F., Vogel K., Guenthner T.M., Oesch F. Science 1982, 215:1507-1509.
91. Glatt H.R., Pauly K., Frank H., Seidel A., Oesch F., Harvey R.G., Werle-Schneider G. Carcinogenesis 1994, 15:2605-2611.
92. Glatt H.R., Werle-Schneider G., Enders N., Monnerjahn S., Pudil J., Czich A., Seidel A., Schwarz M. Chem. Biol. Interact. 1994, 92:305-319.
93. Goldstein L.S., Weyand E.H., Safe S., Steinberg M., Culp S.J., Gaylor D.W., Beland F.A., Rodriguez L.V. Environ. Health Perspect. 1998, 106(Suppl. 6):1325-1330.
94. Gonzalez F.J. Toxicol. Lett. 2001, 120:199-208.
95. Grimmer G. Environmental Carcinogens: Polycyclic Aromatic Hydrocarbons 1983, CRC Press, Boca Raton, FL.
96. Grover P.L. Xenobiotica 1986, 16:915-931.
97. Gschaidmeier H., Seidel A., Burchell B., Bock K.W. Biochem. Pharmacol. 1995, 49:1601-1606.
98. Guengerich F.P. Cytochrome P450: Structure, Mechanism and Biochemistry 2005, 377-530. Kluwer Academic/Plenum, New York. P.R. Ortiz de Montellano (Ed.).
99. Guillén M.D., Sopelana P. J. Food Prot. 2004, 67:1904-1913.
100. Gündel J., Angerer J. J. Chromatogr. B 2000, 738:47-55.
101. Hall M., Grover P.L. Chemical Carcinogenesis and Mutagenesis 1990, Vol. I:327-372. Springer-Verlag, Berlin. C.S. Cooper, P.L. Grover (Eds.).
102. Hartwell J.L. Survey of Compounds Which Have Been Tested for Carcinogenic Activity 1951, Public Health Service, Washington, DC, Publication No. 149. 2nd ed.
103. Hayes J.D., Flanagan J.U., Jowsey I.R. Annu. Rev. Pharmacol. Toxicol. 2005, 45:51-88.
104. Hayes J.D., McLellan L.I. Free Radic. Res. 1999, 31:273-300.
105. Hecht S.S. Nat. Rev. Cancer 2003, 3:733-744.
106. Hecht S.S., Amin S., Melikian A.A., LaVoie E.J., Hoffmann D. Polycyclic Aromatic Hydrocarbons and Carcinogenesis 1985, 85-105. American Chemical Society, Washington, DC, ACS Symposium Series 283. R.G. Harvey (Ed.).
107. Hecht S.S., Chen M., Yagi H., Jerina D.M., Carmella S.G. Cancer Epidemiol. Biomarkers Prev. 2003, 12:1501-1508.
108. Hecht S.S., El-Bayoumy K., Rivenson A., Amin S. Cancer Res. 1994, 54:21-24.
109. Hecht S.S., Radock R., Amin S., Huie K., Melikian A.A., Hoffmann D., Pataki J., Harvey R.G. Cancer Res. 1985, 45:1449-1452.
110. Heidel S.M., MacWilliams P.S., Baird W.M., Dashwood W.M., Buters J.T.M., Gonzalez F.J., Larsen M.C., Czuprinski C.J., Jefcoate C.R. Cancer Res. 2000, 60:3454-3460.
111. Heinrich U., Roller M., Pott F. Toxicol. Lett. 1994, 72:155-161.
112. Henderson C.J., Smith A.G., Ure J., Brown K., Bacon E.J., Wolf C.R. Proc. Natl. Acad. Sci. USA 1998, 95:5275-5280.
113. Hess M.T., Gunz D., Luneva N., Geacintov N.E., Naegeli H. Mol. Cell. Biol. 1997, 17:7069-7076.
114. Higginbotham S., RamaKrishna N.V.S., Johansson S.L., Rogan E.G., Cavalieri E.L. Carcinogenesis 1993, 14:875-878.
115. Hoffmann D., Schmeltz I., Hecht S.S., Wynder E.L. Polycyclic Hydrocarbons and Cancer 1978, Vol. I:85-117. Academic Press, New York. H.V. Gelboin, P.O.P. Ts'o (Eds.).
116. Horn J., Flesher J.W., Lehner A.F. Biochem. Biophys. Res. Commun. 1996, 228:105-109.
117. Hu W., Feng Z., Tang M.S. Biochemistry 2003, 42:10012-10023.
118. Hu Z., Wells P.G. J. Pharmacol. Exp. Ther. 1992, 263:334-342.
119. Hughes N.C., Phillips D.H. Carcinogenesis 1990, 1:1611-1619.
120. Husgafvel-Pursiainen K., Hackman P., Ridanpää M., Anttila S., Karjalainen A., Partanen T., Taikina-Aho O., Heikkilä L., Vainio H. Int. J. Cancer 1993, 53:250-256.
121. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans, Volume 35: Polycyclic Aromatic Compounds, Part 4, Bitumens, Coal-tars and Derived Products, Shale-oils and Soots 1985, IARC, International Agency for Research on Cancer, Lyon, France.
122. Selected Non-Heterocyclic Polycyclic Aromatic Hydrocarbons 1998, IPCS, International Program on Chemical Safety, Environmental Health Criteria 2002, World Health Organization, WHO, Geneva, Schwitzerland.
123. Iyanagi T. Int. Rev. Cytol. 2007, 260:35-112.
124. Jacob J., Seidel A. J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2002, 778:31-47.
125. Jerina D.M., Cheh A.M., Chadha A., Yagi H., Sayer J.M. Microsomes and Drug Oxidations 1988, 354-362. Taylor & Francis, London. J.O. Miners, D.J. Birkett, R. Drew, B.K. May, M.E. McManus (Eds.).
126. Jerina D.M., Daly J.W. Science 1974, 185:573-582.
127. Jerina D.M., Sayer J.M., Agarwal S.K., Yagi H., Levin W., Wood A.W., Conney A.H., Pruess-Schwartz D., Baird W.M., Pigott M.A., et al. Biological Reactive Intermediates III, Mechanisms of Action in Animal Models and Human Diseases 1986, 11-30. Plenum Press, New York. J.J. Kocsis, D.J. Jollow, C.M. Witmer, J.O. Nelson, R. Snyder (Eds.).
128. Jin Y., Penning T.M. Annu. Rev. Pharmacol. Toxicol. 2007, 47:263-292.
129. Joseph P., Jaiswal A.K. Proc. Natl. Acad. Sci. USA 1994, 91:8413-8417.
130. Joseph P., Jaiswal A.K. Br. J. Cancer 1998, 77:709-719.
131. Joseph P., Long D.J., Klein-Szanto A.J., Jaiswal A.K. Biochem. Pharmacol. 2000, 60:207-214.
132. Katz A.K., Carrell H.L., Glusker J.P. Carcinogenesis 1998, 19:1641-1648.
133. Kawajiri K., Fujii-Kuriyama Y. Arch. Biochem. Biophys. 2007, 464:207-212.
134. Kennaway E., Hieger I. Br. Med. J. 1930, 1:1044-1046.
135. Khan Q.A., Dipple A. Carcinogenesis 2000, 21:1611-1618.
136. Kiyohara C., Otsu A., Shirakawa T., Fukuda S., Hopkin J.M. Lung Cancer 2002, 37:241-256.
137. Kleiner H.E., Suryanarayana V., Vulimiri V., Hatten W.B., Reed M.J., Nebert D.W., Jefcoate C.R., DiGiovanni J. Chem. Res. Toxicol. 2004, 17:1667-1674.
138. Kondraganti S.R., Fernandez-Salguero P., Gonzalez F.J., Ramos K.S., Jiang W., Moorthy B. Int. J. Cancer 2003, 103:5-11.
139. Koreeda M., Moore P.D., Wislocki P.G., Levin W., Conney A.H., Yagi H., Jerina D.M. Science 1978, 199:778-781.
140. Kushman M.E., Kabler S.L., Ahmad S., Doehmer J., Morrow C.S., Townsend A.J. Toxicol. Sci. 2007, 99:51-57.
141. Kushman M.E., Kabler S.L., Fleming M.H., Ravoori S., Gupta R.C., Doehmer J., Morrow C.S., Townsend A.J. Carcinogenesis 2007, 28:207-214.
142. Lacassagne A., Buu-Hoï N.P., Zajdela F., Vingiello F.A. Naturwissenschaften 1968, 55:43.
143. Lacourciere G.M., Armstrong R.N. J. Am. Chem. Soc. 1993, 115:10466-10467.
144. Laflamme R.E., Hites R.A. Geochim. Cosmochim. Acta 1978, 42:289-303.
145. Lau H.H.S., Baird W.M. Cancer Lett. 1992, 63:229-236.
146. Lee M.L., Novotny M., Bartle K.D. Anal. Chem. 1976, 48:1566-1572.
147. Lehmann A.R. Mutat. Res. 2002, 509:23-34.
148. Lesko S.A., Lorentzen R.J., Ts'o P.O.P. Polycyclic Hydrocarbons and Cancer 1978, Vol. I:261-269. Academic Press, New York. H.V. Gelboin, P.O.P. Ts'o (Eds.).
149. Levin W., Chang R.L., Wood A.W., Thakker D.R., Yagi H., Jerina D.M., Conney A.H. Cancer Res. 1986, 46:2257-2261.
150. Levin W., Wood A.W., Chang R.L., Newman M.S., Thakker D.R., Conney A.H., Jerina D.M. Cancer Lett. 1983, 20:139-146.
151. Lewis D.F. Pharmacogenetics 2004, 5:305-318.
152. Li K.M., Todorovic R., Rogan E.G., Cavalieri E.L., Ariese F., Suh M., Jankowiak R., Small G.J. Biochemistry 1995, 34:8043-8049.
153. Lin C.H., Huang X., Kolbanovskii A., Hingerty B.E., Amin S., Broyde S., Geacintov N.E., Patel D.J. J. Mol. Biol. 2001, 306:1059-1080.
154. Lodovici M., Dolara P., Casalini C., Ciappellano S., Testolin G. Food Addit. Contam. 1995, 12:703-713.
155. Long D.J., Waikel R.L., Wang X.J., Perlaky L., Roop D.R., Jaiswal A.K. Cancer Res. 2000, 60:5913-5915.
156. Long D.J., Waikel R.L., Wang X.J., Roop D.R., Jaiswal A.K. J. Natl. Cancer Inst. 2001, 93:1166-1170.
157. Lorentzen R.J., Ts'o P.O.P. Biochemistry 1977, 16:1467-1473.
158. Luch A. The Carcinogenic Effects of Polycyclic Aromatic Hydrocarbons 2005, 379-452. Imperial College Press, London. A. Luch (Ed.).
159. Luch A. Nat. Rev. Cancer 2005, 5:113-125.
160. Luch A., Glatt H.R., Platt K.L., Oesch F., Seidel A. Carcinogenesis 1994, 15:2507-2516.
161. Ma L., Kuhlow A., Glatt H.R. Polycycl. Aromat. Compd. 2002, 22:933-946.
162. Mahadevan B., Dashwood W.M., Luch A., Pecaj A., Doehmer J., Seidel A., Pereira C., Baird W.M. Environ. Mol. Mutagen. 2003, 41:131-139.
163. Mahadevan B., Marston C.P., Dashwood W.M., Li Y., Pereira C., Baird W.M. Chem. Res. Toxicol. 2005, 18:224-231.
164. Mahadevan B., Marston C.P., Luch A., Dashwood W.M., Brooks E., Pereira C., Doehmer J., Baird W.M. Int. J. Cancer 2007, 120:1161-1168.
165. Mahadevan B., Parsons H., Musafia T., Sharma A.K., Amin S., Pereira C., Baird W.M. Environ. Mol. Mutagen. 2004, 44:99-107.
166. Marnett L.J. Environ. Health Perspect. 1990, 88:5-12.
167. Marston C.P., Pereira C., Ferguson J., Fischer K., Hedstrom O., Dashwood W.M., Baird W.M. Carcinogenesis 2001, 22:1077-1086.
168. Melendez-Colon V.J., Luch A., Seidel A., Baird W.M. Carcinogenesis 1999, 20:1885-1891.
169. Melendez-Colon V.J., Luch A., Seidel A., Baird W.M. Chem. Res. Toxicol. 2000, 13:10-17.
170. Miyata M., Kudo G., Lee Y.H., Tang T.J., Gelboin H.V., Fernandez-Salguero P., Kimura S., Gonzalez F.J. J. Biol. Chem. 1999, 274:23963-23968.
171. Morisseau C., Hammock B.D. Annu. Rev. Pharmacol. Toxicol. 2005, 45:311-333.
172. Mulder P.P.J., Devanesan P., van Alem K., Lodder G., Rogan E.G., Cavalieri E.L. Free Radic. Biol. Med. 2003, 34:734-745.
173. Müller-Decker K., Kopp-Schneider A., Marks F., Seibert K., Fürstenberger G. Mol. Carcinog. 1998, 23:36-44.
174. Müller-Decker K., Neufang G., Berger I., Neumann M., Marks F., Fürstenberger G. Proc. Natl. Acad. Sci. USA 2002, 99:12483-12488.
175. Murty V.S., Penning T.M. Bioconjug. Chem. 1992, 3:218-224.
176. Naegeli H., Geacintov N.E. The Carcinogenic Effects of Polycyclic Aromatic Hydrocarbons 2005, 211-258. Imperial College Press, London. A. Luch (Ed.).
177. Nakatsuru Y., Wakabayashi K., Fujii-Kuriyama Y., Ishikawa T., Kusama K., Ide F. Int. J. Cancer 2004, 112:179-183.
178. Nebert D.W., Dalton T.P., Okey A.B., Gonzalez F.J. J. Biol. Chem. 2004, 279:23847-23850.
179. Nemoto N. Polycyclic Hydrocarbons and Cancer 1981, Vol. III:213-258. Academic Press, New York. H.V. Gelboin, P.O.P. Ts'o (Eds.).
180. Nemoto N., Takayma S., Gelboin H.V. Chem. Biol. Interact. 1978, 23:19-30.
181. Nemoto N., Takyama S., Nagao M., Umezawa K. Toxicol. Lett. 1978, 2:205-211.
182. Nesnow S., Mass M.J., Ross J.A., Galati A.J., Lambert G.R., Gennings C., Carter W.H., Stoner G.D. Environ. Health Perspect. 1998, 106(Suppl. 6):1337-1346.
183. Nesnow S., Ross J.A., Mass M.J., Stoner G.D. Exp. Lung Res. 1998, 24:395-405.
184. Okuda H., Hiratsuka A., Nojima H., Watabe T. Biochem. Pharmacol. 1986, 35:535-538.
185. Owens I.S., Basu N.K., Banerjee R. Methods Enzymol. 2005, 400:1-22.
186. Palackal N.T., Lee S.H., Harvey R.G., Blair I.A., Penning T.M. J. Biol. Chem. 2002, 277:24799-24808.
187. Park J.H., Gelhaus S., Vedantam S., Oliva A.L., Batra A., Blair I.A., Troxel A.B., Field J., Penning T.M. Chem. Res. Toxicol. 2008, 21:1039-1049.
188. Park J.H., Troxel A.B., Harvey R.G., Penning T.M. Chem. Res. Toxicol. 2006, 19:719-728.
189. Parman T., Wells P.G. FASEB J. 2002, 16:1001-1009.
190. Passey R.D. Br. Med. J. 1922, 2:1112-1113.
191. Penning T.M., Burczynski M.E., Hung C.F., McCoull K., Palackal N.T., Tsuruda L.S. Chem. Res. Toxicol. 1999, 12:1-18.
192. Petruska J.M., Mosebrook D.R., Jakab G.J., Trush M.A. Carcinogenesis 1992, 13:1075-1081.
193. Phillips D.H. Nature 1983, 303:468-472.
194. Phillips D.H. The Carcinogenic Effects of Polycyclic Aromatic Hydrocarbons 2005, 137-169. Imperial College Press, London. A. Luch (Ed.).
195. Phillips D.H. Mutat. Res. 2005, 577:284-292.
196. Phillips D.H., Farmer P.B. Environmental Mutagenesis 1995, 367-395. Bios, Oxford, UK. D.H. Phillips, S. Venitt (Eds.).
197. Phillips D.H., Hewer A., Seidel A., Steinbrecher T., Schrode R., Oesch F., Glatt H.R. Chem. Biol. Interact. 1991, 80:177-186.
198. Poirier M.C. Nat. Rev. Cancer 2004, 4:630-637.
199. Prahalad A.K., Ross J.A., Nelson G.B., Roop B.C., King L.C., Nesnow S., Mass M.J. Carcinogenesis 1997, 18:1955-1963.
200. Pullman A., Pullman B. Adv. Cancer Res. 1955, 3:117-169.
201. Quinn A.M., Penning T.M. Chem. Res. Toxicol. 2008, 21:1086-1094.
202. Rabinowitz J.R., Little S.B., Lewis-Bevan L. Polycycl. Aromat. Compd. 1996, 11:237-244.
203. Ralston S.L., Seidel A., Luch A., Platt K.L., Baird W.M. Carcinogenesis 1995, 16:2899-2907.
204. RamaKrishna N.V., Devanesan P.D., Rogan E.G., Cavalieri E.L., Jeong H., Jankowiak R., Small G.J. Chem. Res. Toxicol. 1992, 5:220-226.
205. Ramesh A., Inyang F., Hood D.B., Archibong A.E., Knuckles M.E., Nyanda A.M. Exp. Toxicol. Pathol. 2001, 53:275-290.
206. Reardon D.B., Prakash A.S., Hilton B.D., Roman J.M., Pataki J., Harvey R.G., Dipple A. Carcinogenesis 1987, 8:1317-1322.
207. Rice J.E., Rivenson A., Braley J., LaVoie E.J. J. Toxicol. Environ. Health 1987, 21:525-532.
208. Ritchie K.J., Henderson C.J., Wang X.J., Vassieva O., Carrie D., Farmer P.B., Gaskell M., Park K., Wolf C.R. Cancer Res. 2007, 67:9248-9257.
209. Robertson I.G.C., Jernström B. Carcinogenesis 1986, 7:1633-1636.
210. Rodgman A., Perfetti T.A. Beitr. Tabakforsch. Int. 2006, 22:13-69.
211. Rogan E.G., Devanesan P.D., RamaKrishna N.V.S., Higginbotham S., Padmavathi N.S., Chapman K., Cavalieri E.L., Jeong H., Jankowiak R., Small G.J. Chem. Res. Toxicol. 1993, 6:356-363.
212. Rogan E.G., RamaKrishna N.V., Higginbotham S., Cavalieri E.L., Jeong H., Jankowiak R., Small G.J. Chem. Res. Toxicol. 1990, 3:441-444.
213. Rojas M., Godschalk R., Alexandrov K., Cascorbi I., Kriek E., Ostertag J., van Schooten F.J., Bartsch H. Carcinogenesis 2001, 22:1015-1018.
214. Ross J.A., Nelson G.B., Wilson K.H., Rabinowitz J.R., Galati A., Stoner G.D., Nesnow S., Mass M.J. Cancer Res. 1995, 55:1039-1044.
215. Ross J.A., Nesnow S. Mutat. Res. 1999, 424:155-166.
216. Sagredo C., Øvrebø S., Haugen A., Fujii-Kuriyama Y., Baera R., Botnen I.V., Mollerup S. Toxicol. Lett. 2006, 167:173-182.
217. Schubert P., Schantz M.M., Sander L.C., Wise S.A. Anal. Chem. 2003, 75:234-246.
218. Sen B., Mahadevan B., DeMarini D.M. Mutat. Res. 2007, 636:144-177.
219. Seidel A., Spickenheuer A., Straif K., Rihs H.P., Marczynski B., Scherenberg M., Dettbarn G., Angerer J., Wilhelm M., Brüning T., et al. J. Toxicol. Environ. Health, Part A 2008, 71:734-745.
220. Shibutani S., Takeshita M., Grollman A.P. Nature 1991, 349:431-434.
221. Shimada T. Drug Metab. Pharmacokinet. 2006, 21:257-276.
222. Shimada T., Fujii-Kuriyama Y. Cancer Sci. 2004, 95:1-6.
223. Shimada T., Guengerich F.P. Chem. Res. Toxicol. 2006, 19:288-294.
224. Shimada T., Hayes C.L., Yamazaki H., Amin S., Hecht S.S., Guengerich F.P., Sutter T.R. Cancer Res. 1996, 56:2979-2984.
225. Shimada T., Inoue K., Suzuki Y., Kawai T., Azuma E., Nakajima T., Shindo M., Kurose K., Sugie A., Yamagishi Y., et al. Carcinogenesis 2002, 23:1199-1207.
226. Shimada T., Martin M.V., Pruess-Schwartz D., Marnett L., Guengerich F.P. Cancer Res. 1989, 49:6304-6312.
227. Shimada T., Murayama N., Okada K., Funae Y., Yamazaki H., Guengerich F.P. Chem. Res. Toxicol. 2007, 20:489-496.
228. Shimizu Y., Nakatsuru Y., Ichinose M., Takahashi Y., Kume H., Mimura J., Fujii-Kuriyama Y., Ishikawa T. Proc. Natl. Acad. Sci. USA 2000, 97:779-782.
229. Simpson C.D., Wu M.T., Christiani D.C., Santella R.M., Carmella S.G., Hecht S.S. Chem. Res. Toxicol. 2000, 13:271-280.
230. Sims P., Grover P.L. Adv. Cancer Res. 1974, 20:165-174.
231. Sims P., Grover P.L., Swaisland A., Pal K., Hewer A. Nature 1974, 252:326-328.
232. Smith L.E., Denissenko M.F., Bennett W.P., Li H., Amin S., Tang M.S., Pfeifer G.P. J. Natl. Cancer Inst. 2000, 92:803-811.
233. Smolarek T.A., Baird W.M., Fisher E.P., DiGiovanni J. Cancer Res. 1987, 47:3701-3706.
234. Stansbury K.H., Noll D.M., Groopman J.D., Trush M.A. Chem. Res. Toxicol. 2000, 13:1174-1180.
235. Sundberg K., Dreij K., Seidel A., Jernström B. Chem. Res. Toxicol. 2002, 15:170-179.
236. Sundberg K., Widersten M., Seidel A., Mannervik B., Jernström B. Chem. Res. Toxicol. 1997, 10:1221-1227.
237. Surh Y.J., Blomquist J.C., Liem A., Miller J.A. Carcinogenesis 1990, 11:1451-1460.
238. Surh Y.J., Kwon H., Tannenbaum S.R. Cancer Res. 1993, 53:1017-1022.
239. Surh Y.J., Liem A., Miller E.C., Miller J.A. Carcinogenesis 1989, 10:1519-1528.
240. Surh Y.J., Liem A., Miller E.C., Miller J.A. Carcinogenesis 1991, 12:339-347.
241. Surh Y.J., Tannenbaum S.R. Chem. Res. Toxicol. 1995, 8:693-698.
242. Swauger J.E., Steichen T.J., Murphy P.A., Kinsler S. Regul. Toxicol. Pharmacol. 2002, 35:142-156.
243. Szeliga J., Dipple A. Chem. Res. Toxicol. 1998, 11:1-11.
244. Tafazoli S., O'Brien P.J. Drug Discov. Today 2005, 10:617-625.
245. Tang M.S., Vulimiri S.V., Viaje A., Chen J.X., Bilolikar D.S., Morris R.J., Harvey R.G., Slaga T.J., DiGiovanni J. Cancer Res. 2000, 60:5688-5695.
246. Thakker D.R., Levin W., Yagi H., Wood A.W., Conney A.H., Jerina D.M. Stereochemical Aspects of Pharmacologically Active Compounds 1988, 217-296. Marcel Dekker, New York. A.W. Wainer, D. Dryer (Eds.).
247. Thakker D.R., Levin W., Yagi H., Yeh H.J.C., Ryan D.E., Thomas P.E., Conney A.H., Jerina D.M. J. Biol. Chem. 1986, 261:5404-5413.
248. Tiano H.F., Loftin C.D., Akunda J., Lee C.A., Spalding J., Sessoms A., Dunson D.B., Rogan E.G., Morahm S.G., Smart R.C., et al. R. Cancer Res. 2002, 62:3395-3401.
249. Uno S., Dalton T.P., Derkenne S., Curran C.P., Miller M.L., Shertzer H.G., Nebert D.W. Mol. Pharmacol. 2004, 65:1225-1237.
250. Uno S., Dalton T.P., Dragin N., Curran C.P., Derkenne S., Miller M.L., Shertzer H.G., Gonzalez F.J., Nebert D.W. Mol. Pharmacol. 2006, 69:1103-1124.
251. Uno S., Dalton T.P., Shertzer H.G., Genter M.B., Washawsky D., Talaska G., Nebert D.W. Biochem. Biophys. Res. Commun. 2001, 289:1049-1056.
252. Uno S., Dragin N., Miller M.L., Dalton T.P., Gonzalez F.J., Nebert D.W. Free Radic. Biol. Med. 2008, 44:570-583.
253. Health Effects Assessment for Polycyclic Aromatic Hydrocarbons (PAH) 1984, US EPA (U.S. Environmental Protection Agency), Environmental Criteria and Assessment Office, Cincinnati, OH, EPA 549/1-86-013. http://yosemite.epa.gov/ee/epa/ria.nsf/vwRef/S.84.9?OpenDocument.
254. Vingiello F.A., Yanez J., Greenwood E.J. J. Chem. Soc. Chem. Commun. 1966, 375.
255. Vogel K., Bentley P., Platt K.L., Oesch F. J. Biol. Chem. 1980, 255:9621-9625.
256. Watabe T., Ishizuka T., Isobe M., Ozawa N. Science 1982, 215:403-405.
257. Wei S.J., Chang R.J., Hennig E., Cui X.X., Merkler K.A., Wong C.Q., Yagi H., Jerina D.M., Conney A.H. Carcinogenesis 1994, 15:1729-1735.
258. Wei S.J., Chang R.L., Cui X.X., Merkler K.A., Wong C.Q., Yagi H., Jerina D.M., Conney A.H. Cancer Res. 1996, 56:3695-3703.
259. Wei S.J., Chang R.L., Merkler K.A., Gwynne M., Cui X.X., Murthy B., Huang M.T., Xie J.G., Lu Y.P., Lou Y.R., et al. Carcinogenesis 1999, 20:1689-1696.
260. Wei S.J., Chang R.L., Wong C.Q., Bhachech N., Cui X.X., Hennig E., Yagi Y., Sayer J.M., Jerina D.M., Preston B.D., et al. Proc. Natl. Acad. Sci. USA 1991, 88:11227-11230.
261. White P.A. Mutat. Res. 2002, 515:85-98.
262. Air Quality Guidelines for Europe 1987, 105-117. WHO, WHO Regional Publications, European Series, No. 23, Polycyclic Aromatic Hydrocarbons, World Health Organization, Copenhagen, Denmark.
263. Air Quality Guidelines for Europe 2000, WHO, WHO Regional Publications, European Series, No. 91, Chapter 5.9. Polycyclic Aromatic Hydrocarbons, World Health Organization: Copenhagen, Denmark, World Health Organization, Copenhagen, Denmark. http://www.who.dk/air/Activities/20020620_1, 2nd ed.
264. Wiencke J.K., Kelsey K.T., Varkonyi A., Semey K., Wain J.C., Mark E., Christiani D.C. Cancer Res. 1995, 55:4910-4914.
265. Yagi H., Thakker D.R., Hernandez O., Koreeda M., Jerina D.M. J. Am. Chem. Soc. 1977, 99:1604-1611.
266. Yamagiwa K., Ichikawa K. Mitt. Med. Fak. Kaiserl. Univ. Tokio. English version: J. Cancer Res. 1918, 3:1-29.
267. Yang S.K. Biochem. Pharmacol. 1988, 37:61-70.
268. Yang S.K., McCourt D.W., Roller P.P., Gelboin H.V. Proc. Natl. Acad. Sci. USA 1976, 73:2594-2598.
269. Yang S.K., Roller P.P., Fu P.P., Harvey R.G., Gelboin H.V. Biochem. Biophys. Res. Commun. 1977, 77:1176-1182.
270. Zacharias D.E., Kashino S., Glusker J.P., Harvey R.G., Amin S., Hecht S.S. Carcinogenesis 1984, 5:1421-1430.