Synthesis, structure, biological activity, and DNA binding of platinum(II) complexes of the type trans-[PtCl2(NH3)L] (L) planar nitrogen base). Effect of L and Cis/trans isomerism on sequence specificity and unwinding properties observed in globally platinated DNA

Inorganic Chemistry

Volumn 38, Issue 15, 1999, Pages 3535-3542

  Bierbach, Ulrich ^a   Qu, Yun ^a   Hambley, Trevor W ^b   Peroutka, John ^a   Nguyen, Holly L ^a   Doedee, Marijo ^a   Farrell, Nicholas ^a  

^a VIRGINIA COMMONWEALTH UNIVERSITY   (United States)

^b UNIVERSITY OF SYDNEY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33846298736     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic981181x     Document Type: Article

References (48)

1. (a) Abrams, M. J.; Murrer, B. A. Science 1993, 261, 725.
2. (b) Kelland, L. R.; Clarke, S. J.; McKeage, M. J. Platinum Met. ReV. 1992, 36, 178.
3. Farrell, N. Transition Metal Complexes as Drugs and Chemotherapeutic Agents; Kluwer: Dordrecht, The Netherlands, 1989; Chapters 2 and 3.
4. Farrell, N.; Ha, T. T. B.; Souchard, J.-P.; Wimmer, F. L.; Cros, S.; Johnson, N. P. J. Med. Chem. 1989, 32, 2240.
5. Van Beusichem, M.; Farrell, N. Inorg. Chem. 1992, 31, 634.
6. Farrell, N. Met. Ions Biol. Syst. 1996, 32, 603.
7. Bierbach U.; Farrell, N. Inorg. Chem. 1997, 36, 3657.
8. Pinto, A. L.; Lippard, S. J. Biochim. Biophys. Acta 1985, 780, 167.
9. Bierbach, U.; Farrell, N. JBIC, in press.
10. Cysteine sulfur: (a) Bose, R. N.; Moghaddas, S.; Weaver, E. L.; Cox, E. H. Inorg. Chem. 1995, 34, 5878.
11. (b) van Boom, S. S. G. E.; Reedijk, J. J. Chem. Soc., Chem. Commun. 1993, 1397.
12. (c) Barnham K. J.; Djuran, M. I.; del Socorro Murdoch, P.; Sadler, P. J. J. Chem. Soc., Chem. Commun. 1994, 721.
13. Masters, J. R.; Thomas, R.; Hall, A. G.; Hogarth, L.; Matheson, E. C.; Catta, R.; Lohrer, H. Eur. J. Cancer 1996, 32A, 1248.
14. Montine, T. J.; Borch, R. F. Biochem. Pharmacol. 1990, 39, 1751.
15. Holford, J.; Raynaud, F.; Murrer, B. A.; Grimaldi, K.; Hartley, J. A.; Abrams, M.; Kelland, L. R. Anti-Cancer Drug Des. 1998, 13, 1.
16. Zákovská, A.; Nováková, O.; Balkarová, Z.; Bierbach, U.; Farrell, N.; Brabec, V. Eur. J. Biochem. 1998, 254, 547.
17. Fichtinger-Schepman, A. M.; van der Veer, J. L.; den Hartog, J. H.; Lohman, P. H.; Reedijk, J. Biochemistry 1985, 24, 707.
18. Takahara, P. M.; Frederick, C. A.; Lippard, S. J. J. Am. Chem. Soc. 1996, 118, 12309.
19. (a) Brabec, V.; Leng, M. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 5345.
20. (b) Brabec, V.; Síp, M.; Leng, M. Biochemistry 1993, 32, 11676.
21. (a) Hopkins, B. P.; Millard, J. T.; Woo, J.; Weidner, M. F.; Kirchner, J. J.; Sigurdsson, S. T.; Raucher, S. Tetrahedron 1991, 47, 2675.
22. (b) Huang, H.; Zhu, L.; Reid, B. R.; Drobny, G. P.; Hopkins, P. B. Science 1995, 270, 1842.
23. Dhara, S. C. Indian J. Chem. 1970, 8, 193.
24. Abrams, M. J.; Giandomenico, C. M.; Vollano, J. F.; Schwartz, D. A. Inorg. Chim. Acta 1987, 131, 3.
25. Enraf-Nonius Structure Determination Package; Enraf Nonius: Delft, The Netherlands, 1985.
26. teXsan, Crystal Structure Analysis Package; Molecular Structure Corp.: The Woodlands, TX, 1985, 1992.
27. Sheldrick, G. M. SHELXS-86. In Crystallographic Computing 3; Sheldrick, G. M., Krüger, C., Goddard, R., Eds.; Oxford University Press: New York, 1987; pp 175-189.
28. Sheldrick, G. M. SHELX-76. A Program for X-ray Crystal Structure Determination; University of Cambridge: Cambridge, 1976.
29. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, U.K., 1974; Vol. 4.
30. Ibers, J. A.; Hamilton, W. C. Acta Crystallogr. 1964, 17, 781.
31. Creagh, D. C.; McAuley, W. J. In International Tables for Crystallography; Wilson, A. J. C., Ed.; Kluwer: Boston, 1992; Vol. C, Table 4.2.6.8, pp 219-222.
32. Creagh, D. C.; Hubbell, J. H. In International Tables for Crystallography; Wilson, A. J. C., Ed.; Kluwer: Boston, 1992; Vol. C, Table 4.2.4.3, pp 200-206.
33. Johnson, C. K. ORTEP, A Thermal Ellipsoid Plotting Program; Oak Ridge National Laboratories: Oak Ridge, TN, 1965.
34. Farrell, N.; Kelland, L. R.; Roberts, J. D.; Van Beusichem, M. Cancer Res. 1992, 52, 5065.
35. Zou, Y.; Van Houten, B.; Farrell, N. Biochemistry 1993, 32, 9632.
36. Keck, M. V.; Lippard, S. J. J. Am. Chem. Soc. 1992, 114, 3386.
37. Farrell, N.; Qu, Y.; Hacker, M. P. J. Med. Chem. 1990, 33, 2179.
38. Roundhill, D. M. Platinum. In ComprehensiVe Coordination Chemistry; Wilkinson, G., Ed.; Pergamon: Oxford, U.K., 1987.
39. Albinati, A.; Pregosin, P. S.; Wombacher, F. Inorg. Chem. 1990, 29, 1812.
40. Rahmouni, A.; Malinge, J.-M.; Schwartz, A.; Leng, M. J. Biomol. Struct. Dyn. 1985, 3, 363.
41. Bates, A. D.; Maxwell, A. In DNA Topology; Rickwood, D., Ed.; IRL Press: Oxford, U.K., 1993.
42. Bellon, S. F.; Coleman, J. H.; Lippard, S. J. Biochemistry 1991, 30, 8026.
43. Neidle, S. In DNA Structure and Recognition; Rickwood, D., Ed.; IRL Press: Oxford, U.K., 1994; pp 71-96.
44. Neplechová, K.; Kašpárková, J.; Bierbach, U.; Farrell, N.; Brabec, V. Manuscript in preparation.
45. (a) Kawai, H.; Tarui, M.; Doi, M.; Ishada, T. FEBS Lett. 1995, 370, 193.
46. (b) Bolte, J.; Demuynck, C.; Lhomme, J. J. Med. Chem. 1977, 20, 1607.
47. Zhang, X.; Patel, D. J. Biochemistry 1991, 30, 4026.
48. Farrell, N. Cancer InVest. 1993, 11, 578 and references therein.