Skip to main content
SpringerLink
Log in

Complementary Studies on Sequence Specificity in DNA-Antitumor Drugs Interactions

  • Conference paper
Molecular Basis of Specificity in Nucleic Acid-Drug Interactions

Part of the book series: The Jerusalem Symposia on Quantum Chemistry and Biochemistry ((JSQC,volume 23))

Abstract

The author presents results of recent computations on the DNA sequence specificity of four types of antitumor drugs which have been relatively little explored theoretically till now. 1) analogues of the classical groove binding ligand distamycin A in which the heteroaromatic rings are replaced by hydrocarbon units (benzene rings or saturated β-alanine moieties), 2) tetracationic porphyrins, 3) dicationic steroid diamines and 4) aurelic acid derived antibiotics. Some of these groups have been actively investigated experimentally by authors present at this meeting.

The somewhat ambiguous title of my contribution (complementary to what ?) obviously needs an explanation. The complementarity is with respect to the large recent review of our studies on “Molecular Mechanisms of Specificity in DNA-Antitumor Drug Interactions” which I have presented in the last published issue of Advances in Drug Research [1]. In fact, I shall also omit from this paper the latest developments on the problems of lexitropsins [2, 3], isolexins [4] and vinylexins [5], a review of which was presented in two recent publications [6, 7]. This paper will thus deal only with our current exploration of newer, practically untouched as yet by theory, groups of antitumor drugs. There are four of them, three of which are by a “lucky” coincidence also investigated experimentally by authors present in this meeting.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Bibliography

  1. Pullman, B. Advances in Drug Research, 18, 1 (1989).

    CAS  Google Scholar 

  2. Zakrzewska, K., Lavery, R. and Pullman, B.: J. Biomol. Struct. Dynam., 4, 833 (1987).

    Article  CAS  Google Scholar 

  3. Randrianarivelo, M., Zakrzewska, K. and Pullman, B.: J. Biomol. Struct. Dynam., 6, 769 (1989).

    Article  CAS  Google Scholar 

  4. Zakrzewska, K. and Pullman, B.: J. Biomol. Struct. Dynam., 5, 1043 (1988).

    Article  CAS  Google Scholar 

  5. Zakrzewska, K., Randrianarivelo, M. and Pullman, B.: J. Biomol. Struct. Dynam., 6, 331 (1988).

    Article  CAS  Google Scholar 

  6. Pullman, B. in: Perspectives in Quantum Chemistry ( J. Jortner and B. Pullman Ed) Kluwer Academic Press, Dordrecht, Holland, 1989, p. 123.

    Chapter  Google Scholar 

  7. Pullman, B. in: Modelling of Molecular Structure and Properties, (J.L. Rivail Ed) Elsevier Science Publishers, Amsterdam, in Press.

    Google Scholar 

  8. Krylov, A.J., Grokhovsky, S-L, Zasedatelev, A.S., Shuze, A.L., Gursky, G.V. and Gottikh, B.P.. Nucleic Acid Research, 6, 289 (1979).

    Article  CAS  Google Scholar 

  9. Kopka, M.L., Yoon, Ch., Goodsell, D., Pjura, P. and Dickerson, R.E.: Proc. Natl. Acad. Sci. U.S.A., 82, 1376 (1985).

    Article  PubMed  CAS  Google Scholar 

  10. Dasgupta, D., Rajagopalan, M. and Sasisekharan V.: Biochem. Biophys. Res. Comm., 140, 626 (1986).

    Article  PubMed  CAS  Google Scholar 

  11. Parrack, P., Dasgupta, D., Ayyer, J. and Sasisekharan, V.: FEBS. Let. 212, 297 (1987).

    Article  CAS  Google Scholar 

  12. Dasgupta, D., Parrack, P. and Sasisekharan, V. Biochemistry, 26, 6381 (1987).

    Article  PubMed  CAS  Google Scholar 

  13. Rao, K.E., Dasgupta, D. and Sasisekharan, V. Biochemistry, 27, 3018 (1988).

    Article  PubMed  CAS  Google Scholar 

  14. Lavery, R. in: DNA Bending and Curvature (Olson, W., Sundaralingam, M., Sarma, M.H. and Sarma, R.H. Eds Adenine Press, New York), 191 (1988).

    Google Scholar 

  15. Lavery, R. in: Unusual DNA Structures (Wells, R. and Harvey, S. Eds Springer Verlag, New York) 189 (1988).

    Chapter  Google Scholar 

  16. Pullman, B., Hui, X. and Gresh, N. in : New Trends in Biological Chemistry (T. Ozawa Ed.) Japan Scientific Press, Tokyo, in press.

    Google Scholar 

  17. Coll, M., Frederick, C., Wang, A-H and Rich, A.: Proc. Natl. Acad. Sci. U.S.A., 84, 8385 (1987).

    Article  PubMed  CAS  Google Scholar 

  18. Müller, W., Crothers, D.M. and Waring, M.J.: Eur. J. Biochem., 39, 223 (1973).

    Article  PubMed  Google Scholar 

  19. Fiel, R.J.: J. Biomol. Struct. Dynam., 6, 1259 (1989).

    Article  CAS  Google Scholar 

  20. Wilson, W.D., Tanious, F.A., Barton, H.J., Strekowski, L. and Boykin, O.W.: J. Am. Chem. Soc., 111, 5008 (1989).

    Article  CAS  Google Scholar 

  21. Pasternak, R., Gibbs, E.I. and Villafranca, J.J.: Biochemistry, 22, 2406 (1983).

    Article  Google Scholar 

  22. Pasternak, R., Gibbs, E.I. and Villafrance: Biochemistry, 22, 5409 (1983).

    Article  Google Scholar 

  23. Kelly, J.M., Murphy, M.J., McConnell, D.J. and Ohlligin, C.: Nucleic Acids Res., 13, 167 (1985).

    Article  PubMed  CAS  Google Scholar 

  24. Banville, D.L., Marzilli, L.G. and Wilson, W.D.. Biochim. Biophys. Res. Comm., 113, 148 (1983).

    Article  CAS  Google Scholar 

  25. Strickland, J.A., Marzilli, L.G., Gay, K.M., and Wilson, W.D.: Biochemistry, 27, 8870 (1988).

    Article  PubMed  CAS  Google Scholar 

  26. Bromley, S.D., Ward, B.W. and Dabrowiak, J.C. Nucleic Acid Res, 14, 9133 (1986).

    Article  PubMed  CAS  Google Scholar 

  27. Ward, B., Skorobogaty, A. and Dabrowiak, J.C. Biochemistry, 25, 6875 (1986).

    Article  PubMed  CAS  Google Scholar 

  28. Ward, B., Skorobogaty, A. and Dabrowiak, J.C. Biochemistry, 25, 7827 (1986).

    Article  PubMed  CAS  Google Scholar 

  29. Ford, K.G., Pearl, L.H. and Neidle, S.: Nucleic Acid Res., 15, 6553 (1987).

    Article  PubMed  CAS  Google Scholar 

  30. Banville, D.L., Marzilli, G.G., Strickland, J.A. and Wilson, W.D.: Biopolymers, 25, 1837 (1986).

    Article  PubMed  CAS  Google Scholar 

  31. Jenkins, B.G.: Dissertation, Ph. D., RPMI Division SUNY/Buffalo, quoted in [19] (1986).

    Google Scholar 

  32. Ford, K., Fox, K.R., Neidle, S. and Waring, M.J. Nucleic Acid Res., 15, 2221 (1987).

    Article  PubMed  CAS  Google Scholar 

  33. Hui, X., Gresh, N. and Pullman, B.: Nucleic Acid Res., 18, 1109 (1990).

    Article  PubMed  CAS  Google Scholar 

  34. Marzilli, G., Banville, D.L., Zon, G. and Wilson, W.D.: J. Am. Chem. Soc., 108, 4188 (1986).

    Article  CAS  Google Scholar 

  35. Pasternak, R.F. and Bibbs, E.J. in Metal-DNA Chemistry, ACS Symposium series N° 402 ( T.D. Tullins Ed.). American Chem. Soc., 1989, p. 59.

    Google Scholar 

  36. Wilson, W.D., Tanious, F., Watson, R., Barton, M., Strekowska, A., Harden, D. and Strekowski, L.: Biochemistry, 28, 1984 (1989).

    Article  PubMed  CAS  Google Scholar 

  37. Patel, D. and Canuel, L.: Proc. Natl. Acad. Sci. U.S.A., 76, 24 (1979).

    Article  PubMed  CAS  Google Scholar 

  38. Patel, D., Kozlowski, S., Suggs, J. and Cox, S.: Proc. Natl. Acad. Sci. U.S.A., 78, 4063 (1981).

    Article  PubMed  CAS  Google Scholar 

  39. Patel, D.: Accounts of Chemical Research, 2, 118 (1979).

    Article  Google Scholar 

  40. Gourevitch, M. and Puigdomenech, P.: Int. J. Biol. Macromol., 8, 97 (1986).

    Article  CAS  Google Scholar 

  41. Suggs, J. and Taylor, D.: FEBS Letters, 189, 77 (1985).

    Article  PubMed  CAS  Google Scholar 

  42. Waring, M. and Henley, S.: Nucleic Acids Res., 2, 567 (1975).

    Article  PubMed  CAS  Google Scholar 

  43. Dattagupta, N., Hogan, M. and Crothers, D.: Proc. Natl. Acad. Sci. U.S.A., 75, 4286 (1978).

    Article  PubMed  CAS  Google Scholar 

  44. Waring, M. and Chisholm, J.: Biochim. Biophys. Acta, 262, 18 (1972).

    Article  PubMed  CAS  Google Scholar 

  45. Sobell, H., Tsai, C-C, Jain, S. and Gilbert, S.: J. Mol. Biol., 114, 335 (1977).

    Article  Google Scholar 

  46. Hui, X., Gresh, N. and Pullman, B.: Nucleic Acid Res., 17, 4177 (1989).

    Article  PubMed  CAS  Google Scholar 

  47. Van Dyke, M. and Dervan, P.: Biochemistry, 22, 2373 (1983).

    Article  PubMed  Google Scholar 

  48. Fox, K. and Howarth, N.: Nucleic Acids Res., 13, 8695 (1985).

    Article  PubMed  CAS  Google Scholar 

  49. Behr, W., Honikel, K. and Hartmann, G.: Eur. J. Biochem., 9, 82 (1969).

    Article  PubMed  CAS  Google Scholar 

  50. Brikenstein, V., Pitina, L., Barenboim, G. and Gurskii, G. Molekularnaya Biologiya, 18, 1606 (1985).

    Google Scholar 

  51. Harwitz, K.B. and McGuire, W.L.: J. Biol. Chem., 253, 6319 (1978).

    Google Scholar 

  52. Berman, E., Brown, S.C., James, T.L. and Shafer, R.H.: Biochemistry, 24, 6887 (1985).

    Article  PubMed  CAS  Google Scholar 

  53. Keniry, M., Brown, S., Berman, E. and Shafer, R.: Biochemistry, 26, 1058 (1987).

    Article  PubMed  CAS  Google Scholar 

  54. Kam, M., Shafer, R.H. and Berman, E. Biochemistry, 27, 3581 (1988).

    Article  PubMed  CAS  Google Scholar 

  55. Waring, M.: J. Mol. Biol., 54, 247 (1970).

    Article  PubMed  CAS  Google Scholar 

  56. Gao, X. and Patel, D.J. Biochemistry, 28, 751 (1989).

    Article  PubMed  CAS  Google Scholar 

  57. Gao, X. and Patel, D.J.: Quart. Rev. Biophys, 22, 93 (1989).

    Article  CAS  Google Scholar 

  58. Cons, B.M.G. and Fox, K.R.: Nucleic Acid Res., 17, 5447 (1989).

    Article  PubMed  CAS  Google Scholar 

  59. Sarker, M. and Chen, F-M: Biochemistry, 28, 6651 (1989).

    Article  PubMed  CAS  Google Scholar 

  60. Berman, E. and Kaw, M. in Computer-Assisted Modelling of Receptor-Ligand Interactions. Theoretical Aspects and Applications to Drug Design ( R. Rein and A. Golourbek, Eds) Alan R. Riss, 1989, p. 217.

    Google Scholar 

  61. Ward, O., Reich, F. and Goldberg, I.: Science, 149, 1259 (1965)

    Article  PubMed  CAS  Google Scholar 

  62. Nayak, R., Sirsi, M. and Podder, S.K.: Biochim. Biophys. Acta, 378, 195 (1975).

    Article  PubMed  CAS  Google Scholar 

  63. Weinberger, S., Shafer, R. and Berman, E. Biopolymers, 27, 831 (1988).

    Article  PubMed  CAS  Google Scholar 

  64. Chen, K.X., Gresh, N., Hui, X., Pullman, B. and Zakrzewska, K.: FEBS Letters, 245, 145 (1989).

    Article  PubMed  CAS  Google Scholar 

  65. Stockert, J.C.: J. Theor. Biol., 137, 107 (1989).

    Article  PubMed  CAS  Google Scholar 

  66. Kuwahara, J. and Sugiura, J.: Proc. Natl. Acad. Sci., 85, 2459 (1988).

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut de Biologie Physico-Chimique, Fondation Edmond de Rothschild, 13, rue Pierre et Marie Curie, Paris, 75005, France

    Bernard Pullman

Authors
  1. Bernard Pullman
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Institut de Biologie Physico-Chimique (Fondation Edmond de Rothschild), Paris, France

    Bernard Pullman

  2. Department of Chemistry, University of Tel-Aviv, Israel

    Joshua Jortner

Additional information

This paper is dedicated to Professor G.B. Marini Bettolo of the Universita Degli Studi di Roma, President of the Pontifical Academy of Sciences, at the occasion of his 75th birthday.

Rights and permissions

Reprints and permissions

Copyright information

© 1990 Springer Science+Business Media Dordrecht

About this paper

Cite this paper

Pullman, B. (1990). Complementary Studies on Sequence Specificity in DNA-Antitumor Drugs Interactions. In: Pullman, B., Jortner, J. (eds) Molecular Basis of Specificity in Nucleic Acid-Drug Interactions. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 23. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-3728-7_27

Download citation

  • DOI: https://doi.org/10.1007/978-94-011-3728-7_27

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-5657-1

  • Online ISBN: 978-94-011-3728-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation