DNA-alkylating events associated with nitrogen mustard based anticancer drugs and the metabolic byproduct Acrolein

Advances in DNA Sequence-Specific Agents

Volumn 4, Issue C, 2002, Pages 29-46

  Colvin, Michael E ^a   Quong, Judy N ^a  

^a LAWRENCE LIVERMORE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 66149150707     PISSN: 1067568X     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S1067-568X(02)80004-4     Document Type: Article

References (94)

1. Colvin M., and Chabner B.A. Alkylating agents. In: Chabner B.A., and Collins J.M. (Eds). Cancer Chemotherapy: Principles and Practice (1990), J.B. Lippincott Company, Philadelphia 276-313
2. Ludeman S.M. Curr. Pharm. Des. 5 (1999) 627-643
3. Rajski S.R., and Williams R.M. Chem. Rev. 98 (1998) 2723-2793
4. Colvin M.E., Sasaki J.C., and Tran N.L. Curr. Pharm. Des. 5 (1999) 645-663
5. Brookes P. Mutat. Res. 233 (1990) 3-14
6. Calabresi P., and Chabner B.A. Antineoplastic agents. In: Gilman A.G., Rall T.W., Nies A.S., and Taylor P. (Eds). Goodman and Gilman's the Pharmacological Basis of Therapeutics. eighth edn (1990), Pergamon Press, Elmsford 1209-1263
7. Hansson J., Lewensohn R., Ringborg U., and Nilsson B. Cancer Res. 47 (1987) 2631-2637
8. Colvin M. The alkylating agents. In: Chabner B. (Ed). Pharmacologic Principles of Cancer Treatment (1982), Saunders, Philadelphia 276-308
9. Povirk L.F., and Shuker D.E. Mutat. Res. 318 (1994) 205-226
10. Brookes P., and Lawley P.D. Biochem. J. 80 (1961) 496-503
11. Osborne M.R., and Lawley P.D. Chem.-Biol. Interact. 89 (1993) 49-60
12. Maccubbin A.E., Caballes L., Chheda G.B., Struck R.F., and Gurtoo H.L. Biochem. Biophys. Res. Commun. 163 (1989) 843-850
13. Denny W.A. New developments in the use of nitrogen mustard alkylating agents as anticancer drugs. In: Jones G.B. (Ed). Advances in DNA Sequence-Specific Agents vol. 3 (1998), JAI, Greenwich 158-178
14. Murray V. A survey of the sequence-specific interaction of damaging agents with DNA: Emphasis on antitumor agents. In: Moldave K. (Ed). Progress in Nucleic Acid Research and Molecular Biology vol. 63 (2001), Academic Press, New York 367-415
15. Kikuchi O., Hopfinger A.J., and Klopman G. Biopolymers 19 (1980) 325-340
16. Kohn K.W., Hartley J.A., and Mattes W.B. Nucleic Acids Res. 15 (1987) 10531-10549
17. Mattes W.B., Hartley J.A., and Kohn K.W. Nucleic Acids Res. 14 (1986) 2971-2987
18. Hopkins P.B., Millard J.T., Woo J., Weidner M.F., Kirchner J.J., Sigurdson S.T., and Raucher S. Tetrahedron 47 (1991) 2475-2489
19. Hartley J.A., Bingham J.P., and Souhami R.L. Nucleic Acids Res. 20 (1992) 3175-3178
20. Pullman A., and Pullman B. Q. Rev. Biophys. 14 (1981) 289-380
21. Hartley J.A., Forrow S.M., and Souhami R.L. Biochemistry 29 (1990) 2985-2991
22. Pearlstein R.A., Tripathy S.K., Potenzone Jr. R., Malhotra D., Hopfinger A.J., Klopman G., and Max N. Biopolymers 19 (1980) 311-324
23. Cullis P.M., Merson-Davies L., Sutcliffe M.J., and Weaver R. Chem Commun. (1998) 1699-1700
24. Smaill J.B., Fan J.Y., Papa P.V., O'Connor C.J., and Denny W.A. Anti-Cancer Drug Des. 13 (1998) 221-242
25. Turner P.R., Ferguson L.R., and Denny W.A. Anti-Cancer Drug Des. 14 (1999) 61-70
26. Fan J.Y., Valu K.K., Woodgate P.D., Baguley B.C., and Denny W.A. Anti-Cancer Drug Des. 12 (1997) 181-203
27. Prakash A.S., Dennu W.A., Gourdie T.A., Valu K.K., Woodgate P.D., and Wakelin L.P.G. Biochemistry 29 (1990) 9799-9807
28. Kutyavin I.V., Gamper H.B., Gall A.A., and Meyer R.B. J. Am. Chem. Soc. 115 (1993) 9303-9304
29. Brooks N., McHugh P.J., Lee M., and Hartley J.A. Chem. Biol. 7 (2000) 659-668
30. Wyatt M.D., Lee M., Garbiras B.J., Souhami R.L., and Hartley J.A. Biochemistry 34 (1995) 13034-13041
31. Wyatt M.D., Garbiras B.J., Haskell M.K., Lee M., Souhami R.L., and Hartley J.A. Anti-Cancer Drug Des. 9 (1994) 511-525
32. Denny W.A. Curr. Medicinal Chem. 8 (2001) 533-544
33. Prakash A.S., Denny W.A., and Wakelin L.P.G. Chem.-Biol. Interact. 76 (1990) 241-248
34. Lampe J.N., Kutyavin I.V., Rhinehart R., Reed M.W., Meyer R.B., and Gamper H.B. Nucleic Acids Res. 25 (1997) 4123-4131
35. Arnold H., Bourseaux F., and Brock N. Arzneimittel-Forschung 11 (1961) 143-158
36. Aida T., and Bodell W.J. Cancer Res. 47 (1987) 1361-1366
37. Gniazdowski M., and Cera C. Chem. Rev. 96 (1996) 619-634
38. Wijen J.P.H., Nivard M.J.M., and Vogel E.W. Carcinogenesis 21 (2000) 1859-1867
39. F.H. H., Singh U.C., Saxe J.D., and Colvin O.M. Anti-Cancer Drug Des. 4 (1989) 281-294
40. Millard J.T., Raucher S., and Hopkins P.B. J. Am. Chem. Soc. 112 (1990) 2459-2460
41. Ojwang J.O., Grueneberg D.A., and Loechler E.L. Cancer Res. 49 (1989) 6529-6537
42. Cullis P.M., Green R.E., and Malone M.E. J. Chem. Soc. Perkin Trans. 2 (1995) 1503-1511
43. Dong Q., Barsky D., Colvin M.E., Melius C.F., Ludeman S.M., Moravek J.F., Colvin O.M., Bigner D.D., Modrich P., and Friedman H.S. Proc. Natl. Acad. Sci. USA 92 (1995) 12170-12174
44. Rink S.M., Solomon M.S., Taylor M.J., Rajur S.B., McLaughlin L.W., and Hopkins P.B. J. Am. Chem. soc. 115 (1993) 2551-2557
45. Rink S.M., and Hopkins P.B. Biochemistry 34 (1995) 1439-1445
46. Streeper R.T., Cotter R.J., Colvin M.E., Hilton J., and Colvin O.M. Cancer Res. 55 (1995) 1491-1498
47. Bauer G.B., and Povirk L.F. Nucleic Acids Res. 25 (1997) 1211-1218
48. Osborne M.R., Wilman D.E.V., and Lawley P.D. Chem. Res. Toxicol. 8 (1995) 316-320
49. Romero R.M., Rojsitthisak P., and Haworth I.S. Arch. Biochem. Biophys. 386 (2001) 143-153
50. Brendel M., and Ruhland A. Mutat. Res. 133 (1984) 51-85
51. Mudipalli A., Maccubbin A.E., Nadadur S.S., Struck R.F., and Gurtoo H.L. Mutat. Res.-Fundam. Mol. Mech. Mut. 381 (1997) 49-57
52. Yaghi B.M., Turner P.M., Denny W.A., Turner P.R., O'Connor C.J., and Ferguson L.R. Mutat. Res.-Fundam. Mol. Mech. Mut. 401 (1998) 153-164
53. Cai Y.N., Wu M.H., Xu-Welliver M., Pegg A.E., Ludeman S.M., and Dolan M.E. Cancer Res 60 (2000) 5464-5469
54. Dolan M.E., Roy S.K., Fasanmade A.A., Paras P.R., Schilsky R.L., and Ratain M.J. J. Clin. Oncol. 16 (1998) 1803-1810
55. Struck R.F., Davis R.L., Berardini M.D., and Loechler E.L. Cancer Chemother. Pharmacol. 45 (2000) 59-62
56. Fan Y.H., and Gold B. J. Am. Chem. Soc. 121 (1999) 11942-11946
57. Millard J.T., and White M.M. Biochemistry 32 (1993) 2120-2124
58. Yunes M.J., Charnecki S.E., Marden J.J., and Millard J.T. Chem. Res. Toxicol. 9 (1996) 994-1000
59. Strauss J.K., Roberts C., Nelson M.G., Switzer C., and Maher L.J. Proceedings of the National Academy of Sciences of the United States of America 93 (1996) 9515-9520
60. Remias M.G., Lee C.-S., and Haworth I.S. J. Biomol. Struct. Dyn. 12 (1995) 911-936
61. Stirling C.J.M. Journal of Chemical Education 50 (1973) 844-845
62. Bird R., Knipe A.C., and Stirling C.J.M. Journal of the Chemical Society Perkins Transactions II (1973) 1215-1220
63. Ludeman S. Curr. Pharm. Des. 5 (1999) 627-643
64. Eisenbrand G., Schuhmacher J., and Gölzer P. Chem. Res. Toxicol. 8 (1995) 40-46
65. Marnett L.S., Hurd H.K., Hollstein M.C., Levin D.E., Esterbauer H., and Ames B.N. Mutat. Res. 148 (1985) 25-34
66. Eder E., Hoffman C., Bastian H., Deininger C., and Scheckenbach S. Environmental Health Perspectives 88 (1990) 99-106
67. Lutz D., Eder E., Neudecker T., and Henschler D. Mutat. Res. 93 (1982) 305-315
68. Sierra L.M., Barros A.R., Garcia M., Ferreiro J.A., and Comendador M.A. Mutat. Res. 260 (1991) 247-256
69. Monteil C., Le Prieur E., Buisson S., Morin J.P., Guerbet M., and Jouany J.M. Toxicology 133 (1999) 129-138
70. Kehrer J.P., and Biswal S.S. Toxicological Sciences 57 (2000) 6-15
71. Agostinelli E., Przybytkowski E., and Averill-Bates D.A. Free Radical Biol. Med. 20 (1996) 649-656
72. Patel J.M., and Block E.R. Experimental Lung Research 8 (1985) 153-165
73. Chung F.L., Young R., and Hecht S.S. Cancer Res. 44 (1984) 990-995
74. Foiles P.G., Akerkar S.A., and Chung F.L. Carcinogenesis 10 (1989) 87-90
75. Chenna A., Rieger R.A., and Iden C.R. Carcinogenesis 13 (1992) 2361-2365
76. Shapiro R., Sodum R.S., Everett D.W., and Kundu S. Reactions of nucleosides with glyoxal and acrolein. In: Singer B., and Bartsch H. (Eds). The Role of Cyclic Nucleic Acid Adducts in Carcinogenesis and Mutagenesis. IARC Scientific Publication 70, Lyon (1986) 165-173
77. Crook T.R., Souhami R.V., and McLean A.E.M. Cancer Res. 46 (1986) 5029-5034
78. Grafström R.C., Dypbukt J.M., Willey J.C., Sundqvist K., Edman C., Atzori L., and Harris C.C. Cancer Res. 48 (1988) 1717-1721
79. Harris T.M., Kozekov I.D., Nechev L.V., Sanchez A., Harris C.M., and Lloyd R.S. Meeting of the American Chemical Society vol. 222 (2001), American Chemical Society, Washington DC TOXO 20
80. Harris T.M., Kozekov I.D., Nechev L.V., Sanchez A., Harris C.M., and Lloyd R.S. Meeting of the American Chemical Society vol. 222 (2001), American Chemical Society, Washington DC TOXI 24
81. VanderVeen L.A., Hashim M.F., Nechev L.V., Harris T.M., Harris C.M., and Marnett L.J. Journal of Biological Chemistry 276 (2001) 9066-9070
82. In: Singer B., and Bartsch H. (Eds). Exocyclic DNA Adducts in Carcinogenesis and Mutagenesis. IARC Scientific Publications 150, Lyon (1999)
83. Moriya M., Marinelli E., Shibutani S., and Joseph J. American Association for Cancer Research Annual Meeting vol. 30 (1989), American Association for Cancer Research 140
84. Hecht S.S. Carcinogen biomarkers for lung or oral cancer chemoprevention trials. In: Miller A.B., Bartsch H., Boffetta P., Dragsted L., and Vaino H. (Eds). Biomarkers in Cancer Chemoprevention. IARC Scientific Publications 154 Lyon (2001) 245-255
85. Gamcsk M.P., Dolan M.E., Andersson B.S., and Murray D. Current Pharmaceutical Design 5 (1999) 587-605
86. Douki T., and Ames B.N. Chem Res. Toxicol. 7 (1994) 511-518
87. Smith R.A., Williamson D.S., and Cohen S.M. Chem. Res. Toxicol. 2 (1989) 267-271
88. Chenna A., and Iden C.R. Chem. Res. Toxicol. 6 (1993) 261-268
89. Sodum R.S., and Shapiro R. Bioorganic Chemistry 16 (1988) 272-282
90. Wilson V.L., Foiles P.G., Chung F.L., Povey A.C., Frank A.A., and Harris C.C. Carcinogenesis 12 (1991) 1483-1490
91. Maron D.M., and Ames B.N. Mutat. Res. 113 (1983) 173-215
92. Levin D.E., Hollstein M., Christman M.F., Schwiers E.A., and Ames B.N. Proceedings of the National Academy of Sciences, USA 79 (1982) 7445-7449
93. Smith R.A., Cohen S.M., and Lawson T.A. Carcinogenesis 11 (1990) 497-498
94. Foiles P.G., Akerkar S.A., Miglietta L.M., and Chung F.L. Carcinogenesis 11 (1990) 2059-2061