Formation and analysis of heterocyclic aromatic amine-DNA adducts in vitro and in vivo

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences

Volumn 802, Issue 1, 2004, Pages 155-166

  Turesky, Robert J ^a   Vouros, Paul ^b  

^a NATIONAL CENTER FOR TOXICOLOGICAL RESEARCH   (United States)

^b NORTHEASTERN UNIVERSITY   (United States)

Author keywords

DNA; Heterocyclic aromatic amine DNA adducts; Reviews

Indexed keywords

BIOMARKERS; DNA; HEALTH HAZARDS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; RISK ASSESSMENT;

HUMAN RISK ASSESSMENT; INTERSPECIES EXTRAPOLATION;

AMINES;

BIOLOGICAL MARKER; CYTOCHROME P450 1A2; DNA; HETEROCYCLIC AMINE; PHOSPHORUS 32;

ANALYTIC METHOD; ASSAY; BREAST CANCER; CHEMICAL ANALYSIS; COLON CANCER; DNA ADDUCT; DNA DETERMINATION; ELECTROSPRAY MASS SPECTROMETRY; EXPERIMENT; GENOTOXICITY; HUMAN; IN VITRO STUDY; IN VIVO STUDY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MEASUREMENT; METABOLITE; NONHUMAN; PRIORITY JOURNAL; PROSTATE CANCER; QUANTITATIVE ANALYSIS; REVIEW; RISK ASSESSMENT; SCREENING; SYNTHESIS; TOXICITY;

EID: 1242328728     PISSN: 15700232     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jchromb.2003.10.053     Document Type: Review

References (102)

1. Sugimura T. Mutat. Res. 376:1997;211.
2. J.S. Felton, M. Jagerstad, M.G. Knize, K. Skog, K. Wakabayashi, in: M. Nagao, T. Sugimura (Eds.), Food Borne Carcinogens Heterocyclic Amines, Wiley, Chichester, England, 2000, p. 31.
3. Nagao M., Sugimura T. Mutat. Res. 290:1993;43.
4. Shirai T., Asamoto M., Takahashi S., Imaida K. Toxicology. 181-182:2002;89.
5. Snyderwine E.G. Recent Results Cancer Res. 152:1998;3.
6. Miller E.C. Cancer Res. 38:1978;1479.
7. Hemminki K. Carcinogenesis. 14:1993;2007.
8. Poirier M.C., Beland F.A. Chem. Res. Toxicol. 5:1992;749.
9. Beland F.A., Kadlubar F.F. Environ. Health Perspect. 62:1985;19.
10. Randerath K., Randerath E., Agrawal H.P., Gupta R.C., Schurda M.E., Reddy M.V. Environ. Health Perspect. 62:1985;57.
11. Beach A.C., Gupta R.C. Carcinogenesis. 13:1992;1053.
12. Phillips D.H. Mutat. Res. 378:1997;1.
13. Totsuka Y., Fukutome K., Takahashi M., Takashi S., Tada A., Sugimura T., Wakabayashi K. Carcinogenesis. 17:1996;1029.
14. Turteltaub K.W., Mauthe R.J., Dingley K.H., Vogel J.S., Frantz C.E., Garner R.C., Shen N. Mutat. Res. 376:1997;243.
15. Nordhoff E., Kirpekar F., Karas M., Cramer R., Hahner S., Hillenkamp F., Kristiansen K., Roepstroff P., Lezius A. Nucl. Acids Res. 22:1994;2460.
16. Fenn J.B., Mann M., Meng C.K., Wong S.F., Whitehouse C.M. Science. 246:1989;64.
17. Farmer P.B., Sweetman G.M.A. J. Mass Spectrom. 30:1995;1369.
18. Esmans E.L., Broes D., Hoes I., Lemiere F., Vanhoutte K. J. Chromatogr. A. 794:1998;109.
19. Andrews C.L., Vouros P., Harsch A. J. Chromatogr. A. 856:1999;515.
20. Doerge D.R., Churchwell M.I., Marques M.M., Beland F.A. Carcinogenesis. 20:1999;1055.
21. Soglia J.R., Turesky R.J., Paehler A., Vouros P. Anal. Chem. 73:2001;2819.
22. Gangl E.T., Turesky R.J., Vouros P. Anal. Chem. 73:2001;2397.
23. Crosbie S.J., Murray S., Boobis A.R., Gooderham N.J. J. Chromatogr. B, Biomed. Sci. Appl. 744:2000;55.
24. Paehler A., Richoz J., Soglia J., Vouros P., Turesky R.J. Chem. Res. Toxicol. 15:2002;551.
25. Shimada T., Iwasaki M., Martin M.V., Guengerich F.P. Cancer Res. 49:1989;3218.
26. Butler M.A., Iwasaki M., Guengerich F.P., Kadlubar F.F. Proc. Natl. Acad. Sci. U.S.A. 86:1989;7696.
27. Shimada T., Hayes C.L., Yamazaki H., Amin S., Hecht S.S., Guengerich F.P., Sutter T.R. Cancer Res. 56:1996;2979.
28. Crofts F.G., Sutter T.R., Strickland P.T. Carcinogenesis. 19:1998;1969.
29. Turesky R.J., Constable A., Richoz J., Varga N., Markovic J., Martin M.V., Guengerich F.P. Chem. Res. Toxicol. 11:1998;925.
30. Schut H.A., Snyderwine E.G. Carcinogenesis. 20:1999;353.
31. S. Grivas, J. Chem. Res. (S) (1988) 84.
32. Hashimoto Y., Shudo K., Okamoto T. Mutat. Res. 105:1982;9.
33. Pfau W., Schulze C., Shirai T., Hasegawa R., Brockstedt U. Chem. Res. Toxicol. 10:1997;1192.
34. Pfau W., Brockstedt U., Schulze C., Neurath G., Marquardt H. Carcinogenesis. 17:1996;2727.
35. Westra J.G. Carcinogenesis. 2:1981;355.
36. Turesky R.J., Lang N.P., Butler M.A., Teitel C.H., Kadlubar F.F. Carcinogenesis. 12:1991;1839.
37. R.J. Turesky, in: K. Hemminki, A. Dipple, D.E.G. Shuker, F.F. Kadlubar, D. Segerbäck, H. Bartsch (Eds.), DNA Adducts: Identification and Biological Significance, International Agency for Research on Cancer, Lyon, 1994, p. 217.
38. Snyderwine E.G., Roller P.P., Adamson R.H., Sato S., Thorgeirsson S.S. Carcinogenesis. 9:1988;1061.
39. Turesky R.J., Rossi S.C., Welti D.H. Jr., Lay J.O., Kadlubar F.F. Chem. Res. Toxicol. 5:1992;479.
40. Y. Yamazoe, K. Nagata, in: T. Sugimura, M. Nagao (Eds.), Food Borne Carcinogens Heterocyclic Amines, Wiley, Chichester, England, 2000, p. 74.
41. R.S. King, F.F. Kadlubar, R.J. Turesky, in: M. Nagao, T. Sugimura (Eds.), Food Borne Carcinogens: Heterocyclic Amines, Wiley, Chichester, England, 2000, p. 90.
42. Frandsen H., Grivas S., Andersson R., Dragsted L., Larsen J.C. Carcinogenesis. 13:1992;629.
43. Tada A., Ochiai M., Wakabayashi K., Nukaya H., Sugimura T., Nagao N. Carcinogenesis. 15:1994;1275.
44. Ochiai M., Nagaoka H., Wakabayashi K., Tanaka Y., Kim S.-B., Tada A., Nukaya H., Sugimura T., Nagao N. Carcinogenesis. 24:1993;2165.
45. Frandsen H., Grivas S., Turesky R.J., Andersson R., Dragsted L.O., Larsen J.C. Carcinogenesis. 15:1994;2553.
46. Lin D.-X., Kaderlik K.R., Turesky R.J., Miller D.W. Jr., Lay J.O. Chem. Res. Toxicol. 5:1992;691.
47. Shibutani S., Fernandes A., Suzuki N., Zhou L., Johnson F., Grollman A.P. J. Biol. Chem. 274:1999;27433.
48. Brown K., Guenther E.A., Dingley K.H., Cosman M., Harvey C.A., Shields S.J., Turteltaub K.W. Nucl. Acids Res. 29:2001;1951.
49. Wild D., Dirr A., Fasshauer I., Henschler D. Carcinogenesis. 10:1989;335.
50. Wild D., Watkins B.E., Vanderlaan M. Carcinogenesis. 12:1991;1091.
51. Wang Z., Rizzo C.J. Org. Lett. 3:2001;565.
52. S.S. Thorgeirsson, C.D. Davis, H.A. Schut, R.H. Adamson, E.G. Snyderwine, in: R.H. Adamson, J.-A. Gusatfsson, M. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Heterocyclic Aromatic Amines: Possible Human Carcinogens. Proceedings of the 23rd International Symposium of the Princess Takamatsu Cancer Society, Princeton, New Jersey, 1995, p. 85.
53. E.G. Snyderwine, K.W. Turteltaub, in: M. Nagao, T. Sugimura (Eds.), Food Borne Carcinogens Heterocyclic Amines, Wiley, Chichester, England, 2000, p. 131.
54. Turesky R.J., Markovic J. Chem. Res. Toxicol. 7:1994;752.
55. Pfau W., Brockstedt U., Sohren K.D., Marquardt H. Carcinogenesis. 15:1994;877.
56. Ochiai M., Nakagama H., Turesky R.J., Sugimura T., Nagao M. Mutagenesis. 14:1999;239.
57. Gupta R.C., Reddy M.V., Randerath K. Carcinogenesis. 3:1982;1081.
58. Schut H.A.J., Snyderwine E.G., Zu H.-X., Thorgeirsson S.S. Carcinogenesis. 12:1991;931.
59. Phillips D.H., Castegnaro M. Mutagenesis. 14:1999;301.
60. Phillips D.H., Farmer P.B., Beland F.A., Nath R.G., Poirier M.C., Reddy M.V., Turteltaub K.W. Environ. Mol. Mutagen. 35:2000;222.
61. Davis C.D., Schut H.A.J., Snyderwine E.G. Carcinogenesis. 14:1993;2091.
62. Fukutome K., Ochiai M., Wakabayashi K., Watanabe S., Sugimura T., Nagao M. Jpn. J. Cancer Res. 85:1994;113.
63. Cummings D.A., Schut H.A. Carcinogenesis. 15:1994;2623.
64. Guengerich F.P. Chem. Biol. Interact. 106:1997;161.
65. Ghoshal A., Davis C.D., Schut H.A.J., Snyderwine E.G. Carcinogenesis. 16:1995;2725.
66. Sadrieh N., Davis C.D., Snyderwine E.G. Cancer Res. 56:1996;2683.
67. Shirai T., Sano M., Tamano S., Takahashi S., Hirose M., Futakuchi M., Hasegawa R., Imaida K., Matsumoto K., Wakabayashi K., Sugimura T., Ito N. Cancer Res. 57:1997;195.
68. Lin D.-X., Meyer D.J., Ketterer B., Lang N.P., Kadlubar F.F. Cancer Res. 54:1994;4920.
69. Pfau W., Brockstedt U., Shirai T., Ito N., Marquardt H. Mutat. Res. 378:1997;13.
70. Boobis A.R., Gooderham N., Edwards R.J., Murray S., Lynch A.M., Yadollahi-Farsani M., Davies D.S. Arch. Toxicol. 18(Suppl.):1996;286.
71. Snyderwine E.G., Yu M., Schut H.A., Knight-Jones L., Kimura S. Food Chem. Toxicol. 40:2002;1529.
72. J.S. Felton, M.G. Knize, in: C.S. Cooper, P.L. Grover (Eds.), Handbook of Experimental Pharmacology, Springer-Verlag, Berlin, Heidelberg, 1990, p. 471.
73. Turesky R.J., Markovic J., Aeschlimann J.M. Chem. Res. Toxicol. 9:1996;397.
74. Turesky R.J., Gremaud E., Markovic J., Snyderwine E.G. Chem. Res. Toxicol. 9:1996;403.
75. Turesky R.J., Box R.M., Markovic J., Gremaud E., Snyderwine E.G. Mutat. Res. 376:1997;235.
76. Santella R.M., Grunberger D. Environ. Health Perspect. 49:1983;107.
77. Zu H.-X., Schut H.A.J. Cancer Res. 51:1991;5636.
78. Schut H.A., Herzog C.R., Cummings D.A. Carcinogenesis. 15:1994;1467.
79. Hirose M., Wakabayashi K., Ochiai M., Kushida H., Sato H., Sugimura T., Nagao M. Jpn. J. Cancer Res. 86:1995;516.
80. Turteltaub K.W., Felton J.S., Gledhill B.L., Vogel J.S., Southon J.R., Caffee M.W., Finkel R.C., Nelson D.E., Proctor I.D., Davis J.C. Proc. Natl. Acad. Sci U.S.A. 87:1990;5288.
81. Lin D., Lay J.O. Jr., Bryant M.S., Malaveille C., Friesen M., Bartsch H., Lang N.P., Kadlubar F.F. Environ. Health Perspect. 102(Suppl. 6):1994;11.
82. Friesen M.D., Kaderlik K., Lin D., Garren L., Bartsch H., Lang N.P., Kadlubar F.F. Chem. Res. Toxicol. 7:1994;733.
83. Friesen M.D., Cummings D.A., Garren L., Butler R., Bartsch H., Schut H.A. Carcinogenesis. 17:1996;67.
84. Gangl E.T., Turesky R.J., Vouros P. Chem. Res. Toxicol. 12:1999;1019.
85. Rindgen D., Turesky R.J., Vouros P. Chem. Res. Toxicol. 8:1995;1005.
86. Wolf S.M., Vouros P. Chem. Res. Toxicol. 7:1994;82.
87. A.R. Boobis, N. Gooderham, K.J. Rich, K. Zhao, R.J. Edwards, B.P. Murray, A.M. Lynch, S. Murray, D. S. Davies, in: R.H. Adamson, J.-A. Gustafsson, N. Ito, M. Nagao, T. Sugimura, K. Wakabayashi, Y. Yamazoe (Eds.), Heterocyclic Amines in Cooked Foods: Possible Human Carcinogens. 23rd Proceedings of the Princess Takamatusu Cancer Society, Princeton, New Jersey, 1995, p. 134.
88. Turesky R.J., Constable A., Fay L.B., Guengerich F.P. Cancer Lett. 143:1999;109.
89. Pfau W., O'Hare M.J., Grover P.L., Phillips D.H. Carcinogenesis. 13:1992;907.
90. Fan L., Schut H.A., Snyderwine E.G. Carcinogenesis. 16:1995;775.
91. Josephy P.D. Mutagenesis. 11:1996;3.
92. Williams J.A., Stone E.M., Millar B.C., Gusterson B.A., Grover P.L., Phillips D.H. Pharmacogenetics. 8:1998;519.
93. Williams J.A., Stone E.M., Millar B.C., Hewer A., Phillips D.H. Mutagenesis. 15:2000;149.
94. Nelson C.P., Kidd L.C., Sauvageot J., Isaacs W.B., De Marzo A.M., Groopman J.D., Nelson W.G., Kensler T.W. Cancer Res. 61:2001;103.
95. Lawson T., Kolar C. Cancer Lett. 175:2002;141.
96. Dingley K.H., Curtis K.D., Nowell S., Felton J.S., Lang N.P., Turteltaub K.W. Cancer Epidemiol. Biomarkers Prev. 8:1999;507.
97. Lightfoot T.J., Coxhead J.M., Cupid B.C., Nicholson S., Garner R.C. Mutat. Res. 472:2000;119.
98. M. Nagao, in: M. Nagao, T. Sugimura (Eds.), Food Borne Carcinogens Heterocyclic Amines, Wiley, Chichester, England, 2000, p. 163.
99. Stone J.G., Jones N.J., McGregor A.D., Waters R. Cancer Res. 55:1995;1267.
100. Goldman R., Day B.W., Carver T.A., Mauthe R.J., Turteltaub K.W., Shields P.G. Chem. Biol. Interact. 126:2000;171.
101. Vanhoutte K., Van Dongen W., Hoes I., Lemiere F., Esmans E.L., Van Onckelen H., Van den E.E., van Soest R.E., Hudson A.J. Anal. Chem. 69:1997;3161.
102. K.R. Kaderlik, F.F. Kadlubar, Pharmacogenetics (1995) 5 Spec. No.: S108.