Abstract
Since the earliest successes in cancer chemotherapy, which began with the clinical trial of nitrogen mustard (Gilman and Philips, 1946), it was realised that there is something special about compounds having two or more functional groups. As the chemical mechanism of alkylation became clear, it was surmised that the antitumour alkylating agents produce toxic effects due to the formation of covalent crosslinks. By the 1950s, it was suspected that DNA might be the crucial target of crosslinking (Goldacre et al., 1949; Stacey et al., 1958). The model of DNA as a double helix and its role in replication, together with the finding that alkylation can occur on the ring nitrogens of the bases (Brookes and Lawley, 1960, 1961), suggested interstrand crosslinking as a possibly crucial effect, and this phenomenon was soon demonstrated in purified DNA and in cells (Geiduschek, 1961; Iyer and Szybalski, 1963; Kohn et al., 1965, 1966).
Preview
Unable to display preview. Download preview PDF.
References
Ahlgren, J. D., Green, D. C., Tew, K. D. and Schein, P. S. (1982). Cancer Res., 42, 2605
Alazard, R., Germanier, M. and Johnson, N. P. (1982). Mutat. Res., 93, 327
Auerbach, A. D. and Wolman, S. R. (1916). Nature, Lond., 261, 494
Berger, R., Bernheim, A., Gluckman, E. and Gisselbrecht, C. (1980). Br. J. Haemat., 45, 565
Ball, C. R. and Roberts, J. J. (1970). Chem. -biol. Interact., 2, 321
Ball, C. R. and Roberts, J. J. (1972). Chem. -biol. Interact., 4, 297
Ben-Hur, E. and Elkind, M. M. (1973). Mutat. Res., 18, 315
Ben-Hur, E. and Elkind, M. M. (1973). Biochim. biophys. Acta, 331, 181
Ben-Hur, E., Prager, A. and Riklis, E. (1979). Photochem. Photobiol., 29, 921
Berger, R., Bernheim, A., Gluckman, E. and Gisselbrecht, C. (1980). Br. J. Haemat., 45, 565
Bredburg, A., Lambert, B. and Söderhall, S. (1982). Mutat. Res., 93, 221
Bridges, B. A. and Stannard, M. (1982). Mutat. Res., 92, 9
Bridges, B. A., Mottershead, R. P. and Knowles, A. (1979). Chem. -biol. Interact., 27, 221
Bridges, B. A. and von Wright, A. (1981). Mutat. Res., 82, 229
Brookes, P. and Lawley, P. D. (1960). Biochem. J., 77, 478
Brookes, P. and Lawley, P. D. (1961). Biochem. J., 80, 496
Burchenal, J. H., Kalaher, K., O’Toole, T. and Chisholm, J. (1977). Cancer Res., 37, 3455
Chetsanga, C. J., Lozon, M., Makaroff, C. and Savage, L. (1981). Biochemistry, 20, 5201
Chetsanga, C. J., Polidori, G. and Mainwaring, M. (1982). Cancer Res., 42, 2616
Cleager, J. E. (1972). J. invest. Dermat., 58, 124
Cohen, L. F., Ewig, R. A. G., Kohn, K. W. and Glaubiger, D. (1980). Biochim. biophys. Acta, 610, 56
Cole, R. S. (1971). J. Bad., 107, 846
Cole, R. S. (1973). Proc. natn. Acad. Sci. U. S. A., 70, 1064
Cole, R. S., Levitan, D. and Sinden, R. R. (1976). J. molec. Biol., 103, 39
Day, R. S., III. (1981). Biosciences, 31, 807
Day, R. S., III and Ziolkowski, C. H. J. (1979). Nature, Lond., 279, 797
Day, R. S., III, Ziolkowski, C. H. J., Scudiero, D. A., Meyer, S. A., Lubiniecki, A., Girardi, A., Galloway, S. M. and Bynum, G. D. (1980a). Nature, Lond., 288, 724
Day, R. S., III, Ziolkowski, C. H., Scudiero, D. A., Meyer, S. A. and Mattern, M. R. (19806). Carcinogenesis, 1, 21
Deutsch, W. A. and Linn, S. (1919a). Proc. natn. Acad. Sci., 76, 141
Deutsch, W. A. and Linn, S. (1919b). J. biol. Chem., 25, 12099
Domon, M. and Rauth, A. M. (1969). Radiat. Res., 40, 414
Ducore, J. M., Erickson, L. C., Zwelling, L. A., Laurent, G. and Kohn, K. W. (1982). Cancer Res., 42, 891
Eastman, A. and Bresnick, E. (1981). Biochem. Pharmac, 30, 2721
Erickson, L. C., Bradley, M. O. and Kohn, K. W. (1978a). Cancer Res., 38, 3379
Erickson, L. C., Osieka, R. and Kohn, K. W. (1978c). Cancer Res., 38, 802
Erickson, L. C., Bradley, M. O. and Kohn, K. W. (1978). Cancer Res., 38, 672
Erickson, L. C., Bradley, M. O., Ducore, J. M., Ewig, R. A. G. and Kohn, K. W. (1980a). Proc. natn. Acad. Sci. U. S. A., 77, 467
Erickson, L. C., Laurent, G., Sharkey, N. A. and Kohn, K. W. (1980b). Nature, Lond., 288, 727
Erickson, L. C., Ramonas, L. M., Zaharko, D. S. and Kohn, K. W. (1980c). Cancer Res., 40, 4216
Ewig, R. A. G. and Kohn, K. W. (1977). Cancer Res., 37, 2114
Ewig, R. A. G. and Kohn, K. W. (1978). Cancer Res., 38, 3197
Filipski, J., Kohn, K. W. and Bonner, W. M. (1980). Chem. -biol. Interact., 32, 321
Filipski, J., Kohn, K. W., Prather, R. and Bonner, W. M. (1979). Science, 204, 181
Fleer, R. and Brendel, M. (1919). Molec. gen. Genet., 176, 41
Fleer, R. and Brendel, M. (1981). Chem. -biol. Interact., 37, 123
Fornace, A. J. (1980). Proc. Am. Ass. Cancer Res., 21, 118
Fornace, A. J. (1981). Proc. Am. Ass. Cancer Res., 22, 80
Fornace, A. J. (1982). Cancer Res., 42, 145
Fornace, A. J. and Kohn, K. W. (1976). Biochim. biophys, Acta, 435, 95
Fornace, A. J., Kohn, K. W. and Kann, H. E. (1978). Cancer Res., 38, 1064
Fornace, A. J., Little, J. B. and Weichselbaum, R. R. (1979). Biochim. biophys. Acta, 561, 99
Friedman, J. and Huberman, E. (1980). Proc. natn. Acad. Sci. U. S. A., 77, 6072
Fujiwara, Y. and Tatsumi, M. (1975). Biochem. biophys. Res. Commun., 66, 592
Fujiwara, Y., Tatsumi, M., and Sasaki, M. S. (1977). J. molec. Biol., 113, 635
Fujiwara, Y., and Tatsumi, M. (1977). J. molec. Biol., 15, 635
Geiduschek, E. P. (1961). Proc. natn. Acad. Sci. U. S. A., 47, 950
Gilman, A. and Philips, F. S. (1946). Science, 103, 409
Goldacre, R. J., Loveless, A. and Ross, W. C. J. (1949). Nature, Lond., 163, 667
Goth-Goldstein, R. (1977). Nature, Lond., 267, 81
Grant, E. L., von Borstel, R. C. and Ash wood-Smith, M. J. (1979). Eviron. Mutag., 1, 55
Grover, N. B., Margalit, A., Zaritsky, A., Ben-Hur, E. and Hansen, M. T. (1981). Biophys. J., 33, 93
Hartley-Asp, B. (1978). Mutat. Res., 49, 117
Ishida, R. and Buchwald, M. (1982). Cancer Res., 42, 4000
Iyer, V. N., and Szybalski, W. (1963). Proc. natn. Acad. Sci. U. S. A., 50, 355
Jachymcyzk, W. J., von Borstel, R. C., Mowat, M. R. and Hastings, P. J. (1981). Molec. gen. genet., 182, 196
Johnson, N. P., Hoeschele, J. D., Rahn, R. O., O’Neill, J. P. and Hsie, A. W. (1980). Cancer Res., 40, 1463
Johnson, R. K., Faucette, L. F., Wodinsky, I., and Clement, J. J. (1982). Proc. Am. Ass. Cancer Res., 23, 116
Jolley, G. M. and Ormerod, M. G. (1973). Biochim. biophys. Acta, 308, 242
Kann, H. E., Blumenstein, B. A., Petkas, A. and Schoot, M. A. (1980a). Cancer Res., 40, 771
Kann, H. E., Kohn, K. W. and Lyles, J. M. (1974). Cancer Res., 34, 398
Kann, H. E., Schott, M. A. and Petkas, A. (1980b). Cancer Res., 40, 50
Kay, J., Smith, C. A. and Hanawalt, P. C. (1980). Cancer Res., 40, 696
Kohn, K. W. (1977). Cancer Res., 37, 1450
Kohn, K. W. (1919). In Methods in Cancer Research, Vol. 16 (ed. V. T. DeVita and H. Busch) Academic Press, New York, p. 291
Kohn, K. W. (1981a). Biosciences, 31, 593
Kohn, K. W. (1981b). In Molecular Actions and Targets for Cancer Chemotherapeutic Agents, (ed. A. C. Sartorelli) Academic Press, New York, p. 3
Kohn, K. W., Ewig, R. A. G., Erickson, L. C., and Zwelling, L. A. (1981). In DNA Repair a Laboratory Manual of Research Procedures, Vol. 1 (ed. E. C. Friedberg and P. C. Hanawalt), Marcel Dekker, New York, p. 379
Kohn, K. W., Steigbigel, N., and Spears, C. L. (1965). Proc. natn. Acad. Sci. U. S. A., 53, 1154
Kohn, K. W., Spears, C. L., and Doty, P. (1966). J. molec. Biol., 19, 266
Kohn, K. W., and Ewig, R. A. G. (1979). Biochim. biophys. Acta, 562, 32
Latt, S. A., Stetten, G., Juergens, L. A., Buchanan, G. R. and Gerald, P. S. (1975). Proc. natn. Acad. Sci. U. S. A., 72, 4066
Laurent, G., Erickson, L. C., Sharkey, N. A. and Kohn, K. W. (1981). Cancer Res., 41, 3347
Lawley, P. D., Lethbridge, J. H., Edwards, P. A. and Shooter, K. V. (1969). J. molec. Biol., 39, 181
Lehmann, A. R., Kirk-Bell, S., Arlett, C. F., Paterson, M. C., Lohman, P. H. M., DeWeerd-Kastelein, E. A. and Bootsma, D. (1975). Proc. natn. Acad. Sci. U. S. A., 72, 219
Lehmann, A. R., Kirk-Bell, S., Arlett, C. F., Harcourt, S. A., DeWeerd-Kastelein, E. A., Keijzer, W. and Hall-Smith, P. (1977). Cancer Res., 37, 904
Lindahl, T. (1982). A. Rev. Biochem., 51, 61
Little, J. W. and Mount, D. W. (1982). Cell, 29, 11
Loveless, A. and Stock, J. C. (1959a). Proc. R. Soc., B150, 486
Loveless, A. and Stock, J. C. (1959b). Proc. R. Soc., B150, 423
Loveless, A. and Stock, J. C. (1959c). Proc. R. Soc., B151, 148
Lown, J. W., McLaughlin, L. W. and Chang, Y-M. (1978). Bioorgan. Chem., 7, 97
Magana-Schwenke, N and Moutacchi, E. (1980). Mutat. Res., 29
Margison, G. P. and Pegg, A. E. (1981). Proc. natn. Acad. Sci. U. S. A., 78, 861
Mehta, J. R., Ludlum, D. B., Renard, A. and Verly, W. G. (1981). Proc. natln. Acad. Sci. U. S. A., 78, 6766
Mhta, J. R., Przybylski, M. and Ludlum, D. B. (1980). Cancer Res., 40, 4183
Meyn, R. E., Jenkins, S. F. and Thompson, L. H. (1982). Cancer Res., 42, 3106
Micetich, K., Michaels, S., Jude, G., Kohn, K., and Zwelling, L. (1981). Proc. Am. Ass. Cancer Res., 22, 252
Morimoto, K., Yoshikawa, K. and Yamaha, T. (1980). Gann, 71, 674
Newbold, R. F., Warren, W., Medcalf, A. S. and Amos, J. (1980). Nature, Lond., 283, 596
Olsson, M. and Lindahl, T. (1980). J. biol. Chem., 255, 10569
Ou, C-N., Tsai, C-H., Tapley, K. J. and Song, P-S. (1978). Biochemistry, 17, 1047
Pera, M. F., Jr,., Rawlings, C. J., Shackleton, J. and Roberts, J. J. (1981). Biochim. biophys. Acta, 655, 152
Peterson, A. R., Peterson, H. and Heidelberger, C. (1979). Cancer Res., 39, 131
Peterson, A. R. (1980). Cancer Res., 40, 682
Peterson, A. R. and Peterson, H. (1982). Proc. natn. Acad. Sci. U. S. A., 79, 1643
Pohl, J. and Christophers, E. (1979). J. inv. Dermat., 73, 176
Rauth, A. M., Barton, B. and Lee, C. P. (1970). Cancer Res., 30, 2724
Reid, B. D. and Walker, I. G. (1969). Biochem. biophys. Acta, 179, 179
Roberts, J. J. and Friedlos, F. (1981). Biochim. biophys. Acta, 655, 146
Roberts, J. J. and Pascoe, J. M. (1972). Nature, Lond., 235, 282
Ross, W. E. and Shipley, N. (1980). Mutat. Res., 79, 277
Ross, W. E., Ewig, R. A. G., and Kohn, K. W. (1978). Cancer Res., 38, 1502
Ruhland, A., Fleer, R. and Brendel, M. (1978). Mutat Res., 58, 241
Ruhland, A. and Brendel, M. (1979). Genetics, 92, 83
Rutman, R. J., Chun, E. H. L., and Jones, J. (1969). Biochim. biophys. Acta, 174, 663
Rydberg, B. (1975). Radiat. Res., 61, 274
Sasaki, M. S. (1975). Nature, Lond., 257, 501
Sasaki, M. S. and Tonomura, A. (1973). Cancer Res., 33, 1829
Schabel, F. M., Trader, M. W., Laster, L. R., Wheeler, G. P. and Witt, M. H. (1978). Antibiol. Chemother., 23, 200
Seki, T., Nozu, K. and Kondo, S. (1918). Photochem. Photobiol., 27, 19
Sharkey, N. A., Erickson, L. C. and Kohn, K. W. (1982). Proc. Am. Ass. Cancer Res., 23, 164
Shiloh, Y. and Becker, Y. (1981). Cancer Res., 41, 5114
Shooter, K. V., Howse, R., Merrifield, R. K. and Robins, A. B. (1972). Chem. -biol. Interact., 5, 289
Shooter, K. V. and Merrifield, R. K. (1978). Biochim. biophys. Acta, 521, 155
Simon, L., Hazard, R. M., Maher, V. M. and McCormick, J. J. (1981). Carcinogenesis, 2, 567
Sinden, R. R. and Cole, R. S. (1978). J. Bact., 136, 538
Singer, B. (1976). Nature, Lond., 264, 333
Singer, B. (1979). J. natn. Cancer Inst., 62, 1329
Singer, B., Bodell, W. J., Cleaver, J. E., Thomas, G. H., Rajewsky, M. F. and Thon, W. (1978). Nature, Lond., 276, 85
Singer, B. and Brent, T. P. (1981). Proc. natn. Acad. Sci. U. S. A., 78, 856
Sklar, R. and Strauss, B. (1981). Nature, Lond., 289, 417
Song, P. -S. and Tapley, K. J. Jr (1919). Photochem. Photobiol., 29, 1177
Stacey, K. A., Cobb, M., Cousens, S. F. and Alexander, P. (1958). Ann. N. Y. Acad. Sci., 68, 682
Strandberg, M. C., Bresnick, E. and Eastman, A. (1982). Chem. -biol. Interact., 15, 169
Suter, W., Brennand, J., McMillan, S. and Fox, M. (1980). Mutat. Res., 73, 171
Swenson, D. H., Harbach, P. R. and Trzos, R. J. (1980). Carcinogenesis, 1, 931
Szumiel, I. (1979). Chem-biol. Interact., 24, 73
Tanka, M. and Yoshida, S. (1981). Biochem. Pharmac, 30, 299
Thomas, C. B., Osieka, R. and Kohn, K. W. (1978). Cancer Res., 38, 2448
Thompson, L. H., Brookman, K. W., Carrano, A. V. and Dillehay, L. E. (1982). Proc. natn. Acad. Sci. U. S. A., 79, 534
Tong, W. P. and Ludlum, D. B. (1981). Cancer Res., 41, 380
Tong, W. P., Kirk, M. C. and Ludlum, D. B. (1982). Cancer Res., 42, 3102
Varga, J. M., Wiesehahn, G., Bartholomew, J. C. and Hearst, J. E. (1982). Cancer Res., 42, 2223
Venitt, S. (1968). Biochem. biophys. Res. Commun., 31, 355
Verly, W. G. and Brakier, L. (1969). Biochim. biophys. Acta, 174, 674
Walker, I. G. and Reid, B. D. (1971). Cancer Res., 31, 510
Weksberg, R., Buchwald, M., Sargent, P., Thompson, M. W. and Siminovitch, L. (1979). J. Cell Physiol., 101, 311
Yoakum, G. H. and Cole, R. W. (1977). J. biol. Chem., 252, 7023
Yin, L., Chun, E. H. L. and Rutman, R. J. (1973). Biochim. biophys. Acta., 324, 472
Zwelling, L. A., Anderson, T., and Kohn, K. W. (1979a). Cancer Res., 39, 365
Zwelling, L. A., Bradley, M. O., Sharkey, N. S., Anderson, T. and Kohn, K. W. (1979b). Mutat. Res., 67, 271
Zwelling, L. A., Filipski, J., and Kohn, K. W. (1979c). Cancer Res., 39, 4989
Zwelling, L. A., Kohn, K. W., Ross, W. E., Ewig, R. A. G. and Anderson, T. (1978). Cancer Res., 38, 1762
Zwelling, L. A., Michaels, S., Schwartz, H., Dobson, P. P. and Kohn, K. W. (1981). Cancer Res., 41, 640
Editor information
Editors and Affiliations
Copyright information
© 1983 The Contributors
About this chapter
Cite this chapter
Kohn, K.W. (1983). Biological Aspects of DNA Damage by Crosslinking Agents. In: Neidle, S., Waring, M.J. (eds) Molecular Aspects of Anti-Cancer Drug Action. Topics in Molecular and Structural Biology. Palgrave, London. https://doi.org/10.1007/978-1-349-06010-8_10
Download citation
DOI: https://doi.org/10.1007/978-1-349-06010-8_10
Publisher Name: Palgrave, London
Print ISBN: 978-1-349-06012-2
Online ISBN: 978-1-349-06010-8
eBook Packages: Biomedical and Life SciencesBiomedical and Life Sciences (R0)