Mono- and bi-nuclear ruthenium(II) complexes containing a new asymmetric ligand 3-(pyrazin-2-yl)-as-triazino[5,6-f ]1,10-phenanthroline: synthesis, characterization and DNA-binding properties

(Note: The full text of this document is currently only available in the PDF Version )

Xiao-Hua Zou, Bao-Hui Ye, Hong Li, Jin-Gang Liu, Ya Xiong and Liang-Nian Ji


Abstract

A novel asymmetric ligand 3-(pyrazin-2-yl)-as-triazino[5,6-f ]1,10-phenanthroline (pztp) and its mono- and bi-nuclear complexes [Ru(bpy)2(pztp)]2+ 1 and [(bpy)2Ru(pztp)Ru(bpy)2]4+ 2 (bpy = 2,2′-bipyridine) have been synthesized and characterized by UV/VIS, IR, 1H NMR and mass spectra. The electrochemical behaviours of complexes 1 and 2 were observed and displayed oxidation potentials at 1.37 and 1.39 and 1.60 V vs. saturated calomel electrode, respectively. The binding of the two complexes with calf thymus DNA has also been investigated by a spectrophotometric method and viscosity measurements. The results indicated that the two complexes interact with DNA in sharply different ways. The mononuclear complex 1 intercalates into DNA base pairs despite its small hypochromicity value, while the binuclear complex 2 binds to DNA via electrostatic interaction. The circular dichroism signals of the dialysates of the racemic complexes against calf thymus DNA are discussed.


References

  1. B. Nordén, P. Lincoln, B. Akerman and E. Tuite, in Metal Ions in Biological Systems, eds. A. Sigel and H. Sigel, Marcel Decker, New York, 1996, vol. 33, p. 177 Search PubMed; C. S. Chow and J. K. Barton, Methods Enzymol., 1992, 212, 219 Search PubMed.
  2. (a) S. Satyanarayana, J. C. Dabrowiak and J. B. Chaires, Biochemistry, 1993, 32, 2573 CrossRef CAS; (b) J. E. Coury, J. R. Anderson, L. McFail-Isom, L. D. Williams and L. A. Bottomley, J. Am. Chem. Soc., 1997, 119, 3792 CrossRef CAS and refs. therein.
  3. A. E. Friedman, J.-C. Chambron, J.-P. Sauvage, N. J. Turro and J. K. Barton, J. Am. Chem. Soc., 1990, 112, 4960 CrossRef CAS; A. E. Friedman, C. V. Kumar, N. J. Turro and J. K. Barton, Nucleic Acids Res., 1991, 19, 2595 CAS; Y. Jenkins, A. E. Freidman, N. J. Turro and J. K. Barton, Biochemistry, 1992, 31, 10809 CrossRef CAS; C. Turro, S. H. Bossmann, Y. Jenkins, J. K. Barton and N. J. Turro, J. Am. Chem. Soc., 1995, 117, 9026 CrossRef CAS.
  4. (a) C. Hiort, P. Lincoln and B. Nordén, J. Am. Chem. Soc., 1993, 115, 3448 CrossRef CAS; (b) M. Eriksson, M. Leijon, C. Hiort, B. Nordén and A. Graslund, Biochemistry, 1994, 33, 5031 CrossRef CAS; (c) I. Haq, P. Lincoln, D. Suh, B. Nordén, B. Z. Chowdhry and J. B. Chaires, J. Am. Chem. Soc., 1995, 117, 4788 CrossRef CAS; (d) P. Lincoln, A. Broo and B. Nordén, ibid., 1996, 118, 2644 Search PubMed; (e) E. Tuite, P. Lincoln and B. Nordén, ibid., 1997, 119, 239 Search PubMed.
  5. C. G. Coates, L. Jacquet, J. J. McGarvey, S. E. J. Bell, A. H. R. Al-Obaidi and J. M. Kelly, Chem. Commun., 1996, 35 RSC; J. Am. Chem. Soc., 1997, 119, 7130 Search PubMed.
  6. (a) V. Goulle, J.-M. Lehn, B. Schoentjes and F. J. Schmitz, Helv. Chim. Acta, 1991, 74, 1471 CAS; (b) G. Yang, J.-Z. Wu, L. Wang, T.-X. Zeng, L.-N. Ji and X. Tian, J. Inorg. Biochem., 1997, 66, 141 CrossRef CAS.
  7. A. M. Pyle, J. P. Rehmann, R. Meshoyrer, C. V. Kumar, N. J. Turro and J. K. Barton, J. Am. Chem. Soc., 1989, 111, 3051 CrossRef CAS.
  8. (a) P. Lincoln and B. Nordén, Chem. Commun., 1996, 2145 RSC; (b) D. L. Carlson, D. H. Huchital, E. J. Mantilla, R. D. Sheardy and W. R. Murphy, Jr., J. Am. Chem. Soc., 1993, 115, 6424 CrossRef; (c) R. J. Morgan, S. Chatterjee, A. D. Baker and T. C. Strekas, Inorg. Chem., 1991, 30, 2687 CrossRef CAS; (d) A. D. Baker, R. J. Morgan and T. C. Strekas, J. Chem. Soc., Chem. Commun., 1992, 1099 RSC.
  9. J. M. Kelly, A. B. Tossi, D. J. McConnell and C. OhUigin, Nucleic Acids Res., 1985, 13, 6017 CrossRef CAS; A. B. Tossi and J. M. Kelly, Photochem. Photobiol., 1989, 5, 545.
  10. E. Amouyal, A. Homsi, J.-C. Chambron and J.-P. Sauvage, J. Chem. Soc., Dalton Trans., 1990, 1841 RSC.
  11. B. P. Sullivan, D. J. Salmon and T. J. Meyer, Inorg. Chem., 1978, 17, 3334 CrossRef CAS.
  12. C. A. Goss and H. D. Abruna, Inorg. Chem., 1985, 24, 4263 CrossRef CAS.
  13. F. H. Case, J. Heterocycl. Chem., 1968, 5, 223 CAS.
  14. J. Marmur, J. Mol. Biol., 1961, 3, 208 CrossRef CAS.
  15. M. E. Reichmann, S. A. Rice, C. A. Thomas and P. Doty, J. Am. Chem. Soc., 1954, 76, 3047 CrossRef CAS.
  16. J. B. Chaires, N. Dattaguota and D. M. Crothers, Biochemistry, 1982, 21, 3933 CrossRef CAS.
  17. R. J. Crutchley and A. B. P. Lever, Inorg. Chem., 1982, 21, 2276 CrossRef CAS.
  18. Asahi Research Center, Handbook of Proton NMR Spectra and Data, Academic Press, New York, 1985, vol. 4, pp. 17, 239; vol. 5, pp. 237, 356 Search PubMed.
  19. R. Hage, J. H. van Diemen, G. Ehrlich, J. G. Haasnoot, D. J. Stufkens, T. L. Snoeck, J. G. Vos and J. Reedijk, Inorg. Chem., 1990, 29, 988 CrossRef CAS.
  20. S. Chirayil, V. Hegde, Y. Jahng and R. P. Thummel, Inorg. Chem., 1991, 30, 2821 CrossRef CAS.
  21. S. Zalis and V. Drchal, Chem. Phys., 1987, 118, 313 CrossRef.
  22. W. R. Murphy, K. J. Brewer, G. Gettliffe and J. D. Petersen, Inorg. Chem., 1989, 28, 81 CrossRef CAS; K. Kalyanasundaram and M. K. Nazeeruddin, Chem. Phys. Lett., 1989, 158, 45 CrossRef CAS.
  23. D. P. Rillema and K. B. Mack, Inorg. Chem., 1982, 21, 3849 CrossRef CAS.
  24. R. M. Berger and D. D. Ellis, II, Inorg. Chim. Acta, 1996, 241, 1 CrossRef CAS.
  25. D. P. Rillema, G. Allen, T. J. Meyer and D. C. Conrad, Inorg. Chem., 1983, 22, 1617 CrossRef CAS.
  26. A. J. Downard, G. E. Honey, L. F. Phillips and P. J. Steel, Inorg. Chem., 1991, 30, 2259 CrossRef CAS.
  27. A. I. Baba, H. E. Ensleg and R. H. Schmehl, Inorg. Chem., 1995, 34, 1198 CrossRef CAS.
  28. K. Kalyanasundaram and M. K. Nazeeruddin, Inorg. Chem., 1990, 29, 1888 CrossRef CAS.
  29. J.-Z. Wu, B.-H. Ye, L. Wang, L.-N. Ji, J.-Y. Zhou, R.-H. Li and J.-Y. Zhou, J. Chem. Soc., Dalton Trans., 1997, 1395 RSC.
  30. R. B. Nair, E. S. Teng, S. L. Kirkland and C. J. Murphy, Inorg. Chem., 1998, 37, 139 CrossRef CAS.
  31. S. Satyanarayana, J. C. Dabrowiak and J. B. Chaires, Biochemistry, 1992, 31, 9319 CrossRef CAS.
  32. Y. Xiong, X.-H. He, X.-H. Zou, J.-Z. Wu, X.-M. Chen, L.-N. Ji, R.-H. Li, J.-Y. Zhou and K.-B. Yu, J. Chem. Soc., Dalton Trans., 1999, 19 RSC.
  33. J. K. Barton and A. L. Raphael, J. Am. Chem. Soc., 1984, 106, 2466 CrossRef CAS; C. V. Turro and J. K. Barton, ibid., 1985, 107, 5518 Search PubMed; J. K. Barton, J. M. Goldberg, C. V. Kumar and N. J. Turro, ibid., 1986, 108, 2081 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.