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Metallo-supramolecular Polymers: Versatile DNA Binding and Their Cytotoxicity

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Abstract

Metallo-supramolecular polymers (RuL1, RuL2, RuL3, FeL3, and FeL4) prepared by complexation of bis(terpyridine) derivatives with Ru2+ or Fe2+ ions with octahedral coordination structures showed high binding ability to several DNAs (calf thymus DNA, herring sperm DNA, [poly(dA-dT)]2, and [poly(dG-dC)]2), which were revealed by UV–Vis absorption titration experiments. The electrostatic interactions between the metal cations of the polymers and phosphate anions of DNA led to formation of conjugate structure. The binding constant observed reached 3.7 × 107 M−1, which is the highest among values reported for metal complexes to date. Based on a long strand structure of the polymer, groove binding is most possible binding mode. Cell viability experiments showed that RuL3 and FeL3 displayed highly statistical significance (**p<0.01) to human non small cell lung cancer cell lines (NCI-H460).

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References

  1. D.S. Sigman, Acc. Chem. Res. 19, 180–186 (1986)

    Article  CAS  Google Scholar 

  2. P.B. Dervan, Science 232, 464–471 (1986)

    Article  CAS  Google Scholar 

  3. R.E. Hillman, P.J. Dandliker, J.K. Barton, Angew. Chem. Int. Ed. Engl. 36, 2714–2730 (1997)

    Article  Google Scholar 

  4. B. Meunier, Chem. Rev. 92, 1411–1456 (1992)

    Article  CAS  Google Scholar 

  5. J.K. Barton, Science 233, 727–734 (1986)

    Article  CAS  Google Scholar 

  6. B. Lambert, J.B. LePecq, in DNA–Ligand Interactions from Drugs to Proteins, ed. by W. Guschlbauer, W. Saenger, (Plenum, New York, 1986), pp. 141–157

  7. M.J. Waring, in Drug Action at the Molecular Level, ed.by G.C.K. Roberts (Macmillan: London, 1977), pp. 167–189

  8. E.C. Long, J.K. Barton, Acc. Chem. Res. 23, 273–297 (1990)

    Article  Google Scholar 

  9. D.A. Lutterman, A. Chouai, Y. Liu, Y.-J. Sun, C.D. Stewart, K.R. Dunbar, C. Turro, J. Am. Chem. Soc. 130, 1163–1170 (2008)

    Article  CAS  Google Scholar 

  10. M.T. Carter, M. Rodriguez, A.J. Bard, J. Am. Chem. Soc. 111, 8901–8911 (1989)

    Article  CAS  Google Scholar 

  11. K.C. Skyrianou, C.P. Raptopoulou, V. Psycharis, D.P. Kessissoglou, G. Psomas, Polyhedron 28, 3265–3271 (2009)

    Article  CAS  Google Scholar 

  12. V. Uma, M. Elango, B.U. Nair, Eur. J. Inorg. Chem. 22, 3484–3490 (2007)

    Google Scholar 

  13. L.S. Lerman, J. Mol. Biol. 3, 18–30 (1961)

    Article  CAS  Google Scholar 

  14. M.A. Nazif, J.A. Bangert, I. Ott, R. Gust, R. Stoll, W.S. Sheldrick, J. Inorg. Biochem. 103, 1405–1414 (2009)

    Article  Google Scholar 

  15. K.R. Barnes, S.J. Lippard, in Metal Complexes in Tumor Diagnosis and as Anticancer Agents, ed. by A. Sigel, H. Sigel. Metal Ions in Biological Systems (Marcel Dekker, New York, 2004), pp. 143–177

  16. B.M. Zeglis, V.C. Pierre, J.K. Barton, Chem. Commun. 44, 4565–4579 (2007)

    Google Scholar 

  17. N.W. Luedtke, J.S. Hwang, E. Nava, D. Gut, M. Kol, Y. Tor, Nucleic Acids Res. 31, 5732–5740 (2003)

    Article  CAS  Google Scholar 

  18. V.C. Pierre, J.T. Kaiser, J.K. Barton, Proc. Natl. Acad. Sci. USA 104, 429–434 (2007)

    Article  CAS  Google Scholar 

  19. C.A. Puckett, J.K. Barton, J. Am. Chem. Soc. 129, 46–47 (2007)

    Article  CAS  Google Scholar 

  20. A.H.J. Wang, J. Nathans, G.V.D. Marel, J.H.V. Boom, A. Rich, Nature 276, 471–474 (1978)

    Article  CAS  Google Scholar 

  21. D.L. Ma, C.M. Che, F.M. Siu, M. Yang, K.Y. Wong, Inorg. Chem. 46, 740–749 (2007)

    Article  CAS  Google Scholar 

  22. T. Bugarcic, O. Nováková, A. Halámiková, L. Zerzánková, O. Vrána, J. Kašpárková, A. Habtemariam, S. Parsons, P.J. Sadler, V. Brabec, J. Med. Chem. 51, 5310–5319 (2008)

    Article  CAS  Google Scholar 

  23. J. Li, Z. Futera, H.F. Li, Y. Tateyama, M. Higuchi, Phys. Chem. Chem. Phys. 13, 4839–4841 (2011)

    Article  Google Scholar 

  24. J. Li, M. Higuchi, J. Inorg. Organomet. Polym. Mater. 20, 10–18 (2010)

    Article  Google Scholar 

  25. R.E. Reichmann, S.A. Rice, C.A. Thomas, P. Doty, J. Am. Chem. Soc. 76, 3047–3053 (1954)

    Article  CAS  Google Scholar 

  26. W. Zhong, J. Yu, Y. Liang, Spectrochim. Acta, A 59, 1281–1288 (2003)

    Article  Google Scholar 

  27. R.D. Wells, J.E. Larson, R.C. Grant, B.E. Shortle, C.R. Cantor, J. Mol. Biol. 54, 465–497 (1970)

    Article  CAS  Google Scholar 

  28. R.B. Inman, R.L. Baldwin, J. Mol. Biol. 5, 172–184 (1962)

    Article  CAS  Google Scholar 

  29. W.A. Kalsbeck, H.H. Thorp, J. Am. Chem. Soc. 115, 7146–7151 (1993)

    Article  CAS  Google Scholar 

  30. Y. Liu, A. Chouai, N.N. Degtyareva, D.A. Lutterman, K.R. Dunbar, C. Turro, J. Am. Chem. Soc. 127, 10796–10797 (2005)

    Article  CAS  Google Scholar 

  31. A. Juris, V. Balzani, F. Barigelletti, S. Campagna, P. Belser, A. Von Zelewsky, Cood. Chem. Rev. 84, 85–277 (1988)

    Article  CAS  Google Scholar 

  32. P.R. Andres, U.S. Schubert, Adv. Mater. 16, 1043–1068 (2004)

    Article  CAS  Google Scholar 

  33. J.A. Pachter, C.H. Huang, V.H. DuVernay, A.W. Prestayko, S.T. Crooke, Biochemistry 21, 1541–1547 (1982)

  34. C.V. Kumar, J.K. Barton, N.J. Turro, J. Am. Chem. Soc. 105, 5518–5520 (1985)

    Article  Google Scholar 

  35. J.K. Barton, A.T. Danishefsky, J.M. Goldberg, C.V. Kumar, N.J. Turro, J. Am. Chem. Soc. 108, 2081–2088 (1986)

    Article  CAS  Google Scholar 

  36. A.M. Pyle, J.P. Rehmann, R. Meshoyrer, C.V. Kumar, N.J. Turro, J.K. Barton, J. Am. Chem. Soc. 111, 3051–3058 (1989)

    Article  CAS  Google Scholar 

  37. S. Satyanarayana, J.C. Dabrowiak, J.B. Chaires, Biochemistry 31, 9319–9324 (1992)

    Article  CAS  Google Scholar 

  38. L.-S. Ling, Z.-H. He, G.-W. Song, Y.E. Zeng, C. Wang, C.-L. Bai, X.-D. Chen, P. Shen, Anal. Chim. Acta. 436, 207–214 (2001)

    Article  CAS  Google Scholar 

  39. Y. Liu, R. Hammitt, D.A. Lutterman, R.P. Thummel, C. Turro, Inorg. Chem. 46, 6011–6021 (2007)

    Article  Google Scholar 

  40. M. Marigppan, B.G. Maiya, Eur. J. Inorg. Chem. 11, 2164–2173 (2005)

    Google Scholar 

  41. Y. Liu, R. Hammitt, D.A. Lutterman, R.P. Thummel, C. Turro, Inorg. Chem. 46, 6011–6021 (2007)

    Article  Google Scholar 

  42. R. Indumathy, M. Kanthimathi, T. Weyhermuller, B.U. Nair, Polyhedron 27, 3443–3450 (2008)

    Article  CAS  Google Scholar 

  43. F. Gao, H. Chao, F. Zhou, Y.X. Yuan, B. Peng, L.N. Ji, J. Inorg. Biochem. 100, 1487–1497 (2006)

    Article  CAS  Google Scholar 

  44. T. Murakami, W. Wijagkanalan, M. Hashida, K. Tsuchida, Nanomedicine (London) 5, 867–879 (2010)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was financially supported by the Ministry of Education, Culture, Sports, Sciences, and Technology, Japan.

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Correspondence to Masayoshi Higuchi.

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This paper is dedicated to Prof. Dr. Hiroshi Nishihara for his outstanding contribution to the field of metal-containing polymers.

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Li, J., Murakami, T. & Higuchi, M. Metallo-supramolecular Polymers: Versatile DNA Binding and Their Cytotoxicity. J Inorg Organomet Polym 23, 119–125 (2013). https://doi.org/10.1007/s10904-012-9752-2

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  • DOI: https://doi.org/10.1007/s10904-012-9752-2

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