View PDF Version
 
DOI: 10.1039/A709193A (Paper) Reference Section for: Chem. Commun., 1998, 929-930

Asymmetric intercalation of N1-(acridin-9-ylcarbonyl)spermine at homopurine sites of duplex DNA

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

Ian S. Blagbrough, Steven Taylor, Steven Taylor, Mark L. Carpenter, Vyacheslav Novoselskiy, Tatyana Shamma and Ian S. Haworth

Abstract

N1-(Acridin-9-ylcarbonyl)spermine binds at 5′-pu-p-pu..5′-py-p-py sites of DNA with the acridine moiety asymmetrically intercalated, stacked between the two purine bases; the spermine moiety interacts with the homopyrimidine phosphodiester backbone of the intercalation site and protects against DNase I cleavage of this backbone, but does not protect against cleavage of the homopurine backbone at the same intercalation site.

References

  1. F. Bailly, C. Bailly, N. Helbecque, N. Pommery, P. Colson, C. Houssier and J. P. Henichart, Anti-Cancer Drug Des., 1992, 7, 83 Search PubMed.
  2. E. Washbrook and K. R. Fox, Biochem. J., 1994, 569 CAS.
  3. A. Eliadis, D. R. Phillips, J. A. Reiss and A. Skorobogaty, J. Chem. Soc., Chem. Commun., 1988, 1049 RSC.
  4. C. Cullinane, G. Wickham, W. D. McFadyen, W. A. Denny, B. D. Palmer and D. R. Phillips, Nucleic Acids Res., 1993, 21, 393 CAS.
  5. V. Murray, H. Motyka, P. R. England, G. Wickham, H. H. Lee, W. A. Denny and W. D. McFadyen, J. Biol. Chem., 1992, 267, 18 805 CAS.
  6. A. S. Prakash, W. A. Denny, T. A. Gourdie, K. K. Valu, P. D. Woodgate and L. P. Wakelin, Biochemistry, 1990, 29, 9799 CrossRef CAS.
  7. J. D. Tan, E. T. Farinas, S. S. David and P. K. Mascharak, Inorg. Chem., 1994, 33, 4295 CrossRef CAS.
  8. M. Yuki, V. Grukhin, C.-S. Lee and I. S. Haworth, Arch. Biochem. Biophys., 1996, 325, 39 CrossRef CAS.
  9. N. Schmid and J.-P. Behr, Biochemistry, 1991, 30, 4357 CrossRef CAS.
  10. I. S. Blagbrough, S. Carrington and A. J. Geall, Pharm. Sci., 1997, 3, 223 CAS and references cited therein.
  11. A. J. Geall and I. S. Blagbrough, Tetrahedron Lett., 1998, 39, 443 CrossRef CAS.
  12. A. Rodger, S. Taylor, G. Adlam, I. S. Blagbrough and I. S. Haworth, Bioorg. Med. Chem., 1995, 3, 861 CrossRef CAS.
  13. P. M. Cullis, L. Merson-Davies and R. Weaver, J. Am. Chem. Soc., 1995, 117, 8033 CrossRef CAS.
  14. I. S. Blagbrough and A. J. Geall, Tetrahedron Lett., 1998, 39, 439 CrossRef CAS.
  15. C. A. Laughton, T. C. Jenkins, K. R. Fox and S. Neidle, Nucleic Acids Res., 1990, 18, 4479 CAS and references cited therein.
Click here to see how this site uses Cookies. View our privacy policy here.