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Chemical and Biological Studies of cis — Diamminedichloroplatinum (II) Binding to DNA

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Book cover Platinum Coordination Complexes in Cancer Chemotherapy

Part of the book series: Developments in Oncology ((DION,volume 17))

Abstract

Over a decade has passed since the initial observation that neutral platinum amine coordination compounds with cis configuration of labile groups were effective chemotherapeutic agents.1 Subsequent studies built a strong case that DNA is the relevant biological target of these complexes.2,3 Substantial effort has therefore been directed towards defining and characterizing the interactions of cis-Pt(NH3)2Cl2 (cis-DDP) and the inactive trans-Pt(NH3)2Cl2 (trans-DDP),4 the structures of which are shown in Figure 1, with DNA at the molecular level.

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References

  1. Rosenberg, B.; Van Camp, L.; Trosko, J.E.; Mansour, V.H. Nature (London) 222 (1969), 385–386.

    Article  CAS  Google Scholar 

  2. Roberts, J.J. Advances in Inorganic Biochemistry, Ed., Eichhorn, G.L.; Marzilli, L.G. Elsevier, 1981, p. 273–332.

    Google Scholar 

  3. Roberts, J.J.; Pera, Jr., M.F. Platinum, Gold and Other Metal Chemotherapeutic Agents, ACS Symposium Series #209, Ed., Lippard, S.J. p. 3–25.

    Google Scholar 

  4. Prestayko, A.W.; Crooke, S.K.; Carter, S.H. Cisplatin, Current Status and New Developments; Eds., Prestayko, A.W.; Crooke, S.T.; Carter, S.K., Academic Press, 1980.

    Google Scholar 

  5. Howe-Grant, M.; Wu, K.C.; Bauer, W.R.; Lippard, S.J. Biochemistry 15 (1976), 4339–4346.

    Article  PubMed  CAS  Google Scholar 

  6. Pascoe, J.M.; Roberts, J.J. Biochem. Pharmacol. 23 (1974), 1345–1357.

    Article  PubMed  CAS  Google Scholar 

  7. Roberts, J.J.; Friedlos, F. Biochim. Biophys. Acta 655 (1981), 146–151.

    PubMed  CAS  Google Scholar 

  8. Pera, M.F.; Rawlings, C.J.; Shackleton, J.; Roberts, J.J. Biochim. Biophys. Acta 655 (1981), 152–156.

    PubMed  CAS  Google Scholar 

  9. Stone, P.J.; Kelman, A.D.; Sinex, F.M. J. Mol. Biol. 104 (1976), 793–801.

    Article  PubMed  CAS  Google Scholar 

  10. Zwelling, L.A.; Michaels, S.; Schwartz, H.; Dobson, P.P.; Kohn, K.W. Cancer Res. 41 (1981), 640–649.

    PubMed  CAS  Google Scholar 

  11. Laurent, G.; Erickson, L.C.; Sharkey, N.A.; Kohn, K.W. Cancer Res. 41 (1981), 3347–3351.

    PubMed  CAS  Google Scholar 

  12. Strandberg, M.C. Proc. Amer. Assoc. Cancer Res. 22 (1981), 202, A799.

    Google Scholar 

  13. Shooter, K.V.; Howse, R.; Merrifield, R.K.; Robbins, A.B. Chem.-Biol. Interact. 5 (1972), 289–307.

    Article  PubMed  CAS  Google Scholar 

  14. Filipski, J.; Kohn, K.W.; Bonner, W.M. Chem.-Biol. Interact. 32 (1980), 321–330.

    Article  PubMed  CAS  Google Scholar 

  15. Ushay, H.M.; Tullius, T.D.; Lippard, S.J. Biochemistry 20 (1981), 3744–3748.

    Article  PubMed  CAS  Google Scholar 

  16. Cohen, G.L.; Ledner, J.A.; Bauer, W.R.; Ushay, H.M.; Caravana, C.; Lippard, S.J. J. Am. Chem. Soc. 102 (1980), 2487–2488.

    Article  CAS  Google Scholar 

  17. Tullius, T.D.; Lippard, S.J. J. Am. Chem. Soc. 103 (1981), 4620–4622.

    Article  CAS  Google Scholar 

  18. Kelman, A.D.; Buchbinder, M. Biochimie 60 (1978), 893–899.

    Article  CAS  Google Scholar 

  19. Brouwer, J.; van de Putte, P.; Fichtinger-Schepman, A.M.J.; Reedijk, J. Proc. Natl. Acad. Sci. USA 78 (1981), 7010–7014.

    Article  PubMed  CAS  Google Scholar 

  20. Caradonna, J.P.; Lippard, S.J.; Singh, M.; Gait, M. J. Am. Chem. Soc. 104 (1982), 5793–5795.

    Article  CAS  Google Scholar 

  21. Tullius, T.D.; Ushay, H.M.; Merkel, C.M.; Caradonna, J.P.; Lippard, S.J. Platinum, Gold and Other Metal Chemotherapeutic Agents, Ed., Lippard, S.J. ACS Symposium Series #209, p. 51-71.

    Google Scholar 

  22. Tullius, T.D.; Lippard, S.J. Proc. Natl. Acad. Sci. USA 79 (1982), 3489–3492.

    Article  PubMed  CAS  Google Scholar 

  23. Poirier, M.C; Lippard, S.J.; Zwelling, L.A.; Ushay, H.M.; Kerrigan, D.; Thill, C.C.; Santella, R.M.; Grunberger, D.; Yuspa, S.H. Proc. Natl. Acad. Sci. USA 79 (1982), 6443–6447.

    Article  PubMed  CAS  Google Scholar 

  24. Lippard, S.J.; Ushay, H.M.; Merkel, C.M.; Poirier, M.C., Biochemistry (in press).

    Google Scholar 

  25. Lippard, S.J. Accounts Chem. Res. 11 (1978), 211–217.

    Article  CAS  Google Scholar 

  26. Cohen, G.L.; Bauer, W.R.; Barton, J.K.; Lippard, S.J. Science 203 (1979), 1014–1016.

    Article  PubMed  CAS  Google Scholar 

  27. Mong, S.; Prestayko, A.W.; Crooke, S.T. in Cisplatin, Current Status and New Developments; Eds., Prestayko, A.W.; Crooke, S.T.; Carter, S.K., Academic Press, 1980, p. 213-226.

    Google Scholar 

  28. Lomonossoff, N.G.P.; Butler, P.J.G.; Klug, A. J. Mol. Biol. 149 (1981), 745–760.

    Article  PubMed  CAS  Google Scholar 

  29. Royer-Pokora, B.; Gordon, L.K.; Haseltine, W.A. Nucleic Acids Res. 9 (1981), 4595–4609.

    Article  PubMed  CAS  Google Scholar 

  30. Mansy, S.; Chu, G.Y.H.; Duncan, R.E.; Tobias, R.S. J. Am. Chem. Soc. 100 (1978), 607–616.

    Article  CAS  Google Scholar 

  31. Howe-Grant, M.E.; Lippard, S.J. Met. Ions. Biol. Syst. 11 (1980), 63 and references cited therein.

    CAS  Google Scholar 

  32. Chottard, J.C.; Girault, J.P.; Chottard, G.; Lellemand, J.Y.; Mansuy, D. Nouv. J. Chim. 2 (1980), 551–553; (b) Chottard, J.C.; Girault, J.P.; Chottard, G.; Lellemand, J.Y.; Mansuy, D. J. Am. Chem. Soc. 102 (1980), 5565-5572; (c) Girault, J.P.; Chottard, C.; Lellemand, J.Y.; Chottard, J.C. Biochemistry 21 (1982), 1352-1356.

    Google Scholar 

  33. Marcelis, A.T.M.; Canters, G.W.; Reedijk, J. Recl. Trav. Chim. Pays-Bas. 100 (1981), 391–392.

    Article  CAS  Google Scholar 

  34. Wang, J.C. J. Mol. Biol. 89 (1974), 783–801.

    Article  PubMed  CAS  Google Scholar 

  35. Mascharak, P.K.; Kuwahara, J.; Suzuki, T.; Sugiura, Y.; Lippard, S.J., submitted for publication.

    Google Scholar 

  36. Davis, Jr. H.L.; van Hoff, D.D.; Henney, J.E.; Rozencweig, M. Cancer Chemther. Pharmacol. 1 (1978), 83–90.

    CAS  Google Scholar 

  37. Umezawa, H. Bleomycin: Current Status and New Developments, Eds., Carter, S.K.; Crooke, S.T.; Umezawa, H.; Academic Press, 1978, p. 15ff.

    Google Scholar 

  38. Zwelling, L.A.; Kohn, K.W.; Ross, W.E.; Ewig, R.A.C.; Anderson, T. Cancer Res. 38 (1978), 1762–1786.

    PubMed  CAS  Google Scholar 

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© 1984 Martinus Nijhoff Publishing, Boston

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Caradonna, J.P., Lippard, S.J. (1984). Chemical and Biological Studies of cis — Diamminedichloroplatinum (II) Binding to DNA. In: Hacker, M.P., Douple, E.B., Krakoff, I.H. (eds) Platinum Coordination Complexes in Cancer Chemotherapy. Developments in Oncology, vol 17. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-2837-7_3

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  • DOI: https://doi.org/10.1007/978-1-4613-2837-7_3

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-0-89838-619-6

  • Online ISBN: 978-1-4613-2837-7

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