Abstract
Cytotoxicity and antitumor activity of platinum complexes are often sensitive to structural features of the platinum compound such as its isomerism, the number of leaving groups, and the nature of the stable ligand. Whereas cis-[Ptcl2(NH3)2] (cis-DDP) is an antitumor drug which is active against human and murine cancers, monofunctional compounds such as [PtCl(dien)]Cl and the trans isomer, trans-DDP, have no antitumor activity (Braddock et al., 1975; Macquet and Butour, 1983). During the reaction with DNA, the N(7) atoms of purine bases substitute the labile Cl ligands while the non-leaving group, NH3, remains bound to the metal. Non-leaving groups play an important role in modulating the antitumor activity of platinum compounds. For example, cell lines resistant to cis-DDP are not cross-resistant to platinum complexes with 1,2-diaminocyclohexane (DACH) (Burchenal et al., 1979). Platinum complexes with alkylamine and pyridine ligands are less antitumor than cis-DDP or inactive (Braddock et al., 1975; Meischen et al., 1976; Farrell et al., 1989).
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References
Alazard, R. Germanier, M. and Johnson, N.P. (1982) Mutation Res. 93, 327–337.
Beck, D.J. and Brubaker, R.R. (1973) J. Bact. 116, 1247–1252.
Brabec, V., Kleinwachter, V., Butour, J.L. and Johnson, N.P. (1990) Biophys. Chem. 35, 121–133.
Braddock, P.D., Connors, T.A., Jones, M., Khokhar, A.R., Melzack, D.H. and Tobe, M.L. (1975) Chem.-Biol. Interact. 11, 145–161.
Burchenal, J.K., Kalaher, K., Dew, K. and Lokys, L. (1979) Cancer Treat. Rep. 63, 1493–1498.
Butour, J.L. and Johnson, N.P. (1986) Biochemistry 25, 4534–4539.
Butour, J.L., Mazard, A.M., Vieussens, C. and Johnson, N.P. (1990) Chem.-Biol. Interact. 73, 195–205.
Ciccarelli, R.B., Solomon, M.J., Varshavsky, A. and Lippard, S.J. (1985) Biochemistry 24, 7533–7540.
Dijt, F.J., Fichtinger-Schepman, A.M.J., Berends, F. and Reedijk, J. (1988) Cancer Res. 48, 6058–6062.
Eastman, A. and Schulte, N. (1988) Biochemistry 27, 4730–4734.
Farrell, N., Ha, T.T.B., Souchard, J.P., Wimmer, F.L., Cros, S. and Johnson, N.P. (1989) J. Med. Chem. 32, 2240–2241.
Hansson, J. and Wood, R.D. (1989) Nucl. Acids Res. 17, 8073–8091.
Heiger-Bernays, W.J., Essigmann, J.M. and Lippard, S.J. (1990) Biochemistry 29, 8461–8466.
Hoffmann, J.S., Johnson, N.P. and Villani, G. (1989) J. Biol. Chem. 264, 15130–15135.
Johnson, N.P., Hoeschele, J.D., Keummerle, N.B., Masker, W.E. and Rahn, R.O. (1978) Chem.-Biol. Interact. 23, 267–271.
Johnson, N.P., Hoeschele, J.D., Rahn, R.O., O’Neill, J.P. and Hsie, A.W. (1980) Cancer Res. 40, 1463–1468.
Johnson, N.P., Macquet, J.P., Wiebers, J.L. and Monsarrat, B. (1982) Nucl. Acids Res. 10, 5255–5271.
Johnson, N.P., Mazard, A.M., Escalier, J. and Macquet, J.P. (1985) J. Amer. Chem. Soc. 107, 6376–6380.
Johnson, N.P., Lapetoule, P., Razaka, H. and Butour, J.L. (1988) in “Platinum and Other Metal Coordination Comounds in Cancer Chemotherapy”, ed. M. Nicolini, P. 3-15.
Johnson, N.P., Butour, J.L., Villani, G., Wimmer, F.L., Defais, M., Pierson, V. and Brabec, V. ((1989)) Prog. Clinical Biochem. Medicine 10, 1–24.
Macquet, J.P. and Butour, J.L. (1983) J. Natl. Cancer Inst. 70, 899–905.
McCarthy, S.L., Hinde, R.J., Miller, K.J., Anderson, J.S., Basch, H. and Krauss, M. (1990) Biopolymers 29, 785–790.
Meischen, S.J., Gale, G.R., Lake, L.M., Frangakis, C.J., Rosenblum, M.G., Walker, E.M. Jr., Atkins, L.M. and Smith, A.B. (1976) J., Natl. Cancer Inst. 57, 841–845.
Ozols, R.F. (ed.) (1989) “Drug Resistance in Cancer Therapy”, Kluwer Academic Pub.
Page, J.D., Husain, I., Sancar, A. and Chaney, S.G. (1990) Biochemistry 29, 1016–1024.
Pascoe, J.M. and Roberts, J.J. (1974) Biochem. Pharmacol. 23, 1345–1357.
Pinto, A.L. and Lippard, S.J. (1985) Proc. Natl. Acad. Sci. 82, 4616–4619.
Popoff, S.C., Beck. D.J. and Rupp, W.D. (1987) Mut. Res. 183, 129–137.
Razaka, H., Wimmer, F., Wimmer, S., Villani, G. and Johnson, N.P. (1987) Chem.-Biol. Interact. 61, 265–275.
Razaka, H., Villani, G., Hoffmann, J.S., Defais, M. and Johnson, N.P. (1988) Mut. Res. 209, 63–66.
Roberts, J.J. and Friedlos, F. (1987) Cancer Res. 47, 31–36.
Salles, B. and Lesca, C. (1982) Biochem. Biophys. Res. Comm. 105, 202–208.
Souchard, J.P, Wimmer, F.L., Ha, T.T.B. and Johnson, N.P. (1990) J. Chem. Soc. Dalton Trans, 307-310.
Souchard, J.P. (1990) PhD Thesis, Paul Sabatier University, Toulouse, France.
Sundquist, W.I., Ahmed, K.J., Hollis, L.S. and Lippard, S.J. (1987) Inorg. Chem. 26, 1524–1528.
Walker, G.C. ((1984)), Microbiol. Revs. 48, 60–93.
Zwelling, L.A., Filipski, J. and Kohn, K.W. (1979) Cancer Res. 39, 4989–4995.
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Johnson, N.P. et al. (1991). The Role of Platinum-DNA Lesions in the Inhibition of DNA Replication. In: Howell, S.B. (eds) Platinum and Other Metal Coordination Compounds in Cancer Chemotherapy. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-0738-7_17
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