Skip to main content

Advertisement

Log in

Synthesis and Initial Cell Line Results of Organotin Polyethers Containing Diethylstilbestrol

  • Published:
Journal of Inorganic and Organometallic Polymers and Materials Aims and scope Submit manuscript

Abstract

Organotin polyethers containing the synthetic estrogen diethylstilbestrol have been made in moderate yield with chain lengths ranging from 20 to 200 repeat units employing the interfacial polycondensation procedure. Infrared spectroscopy shows the absence of the O–H group and formation of the Sn–O linkage consistent with the formation of the polyether. F-MALDI MS results are consistent with the presence of organotin-containing fragmentation clusters containing one and two tin atoms and ion fragments up to about 30 units long. The polymers all show moderate to good inhibition of a group of cancer cell lines including colon, breast and prostrate cell lines. Many of them show significant CI50 values showing a preference to inhibit the cancer cell lines in preference to the normal cell lines.

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

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Scheme 2
Scheme 3

Similar content being viewed by others

References

  1. British Pharmacopoeia (The Stationary Office, London, UK, 2001)

  2. S.M. Swain, M.E. Lippman, Cancer Chemotherapy (Lipincott, Philadelphia, PA, 1990)

    Google Scholar 

  3. N.J. Vogelzang, Chemotherapy Source Book (Williams & Wilkins, Maryland, p. 1008, 1992)

    Google Scholar 

  4. G.W. Chodak, T. Keane, L. Klotz, Urology 60, 201 (2002)

    Article  Google Scholar 

  5. V.W. Winkler, M.A. Nyman, R.S. Egan, Steroids 17(2), 197 (1971)

    Article  CAS  Google Scholar 

  6. C. Carraher, D. Siegmann-Louda, Macromolecules Containing Metal and Metal-Like Elements, Biomedical Applications, vol. 3 (Wiley, Hoboken, 2004)

    Google Scholar 

  7. C. Carraher, Macromolecules Containing Metal and Metal-Like Elements. Group IVA Polymers, vol. 4 (Wiley, Hoboken, 2005)

    Google Scholar 

  8. M. Vicent, R. Tomlinson, S. Brocchini, R. Duncan, J. Drug. Targeting. 12(8), 491 (2004)

    Article  CAS  Google Scholar 

  9. G. Barot, C. Carraher, D. Siegmann-Louda, Polym. Mater. Sci. Eng. 92, 339 (2005)

    CAS  Google Scholar 

  10. C. Carraher, L. Reckleben, Polym. Mater. Sci. Eng. 75, 184 (1996)

    CAS  Google Scholar 

  11. C. Carraher, L. Reckleben, Polymer Modification (Plenum, NY, 1997)

    Google Scholar 

  12. C. Carraher, L. Reckleben, Polym. Mater. Sci. Eng. 69, 314 (1993)

    CAS  Google Scholar 

  13. C. Carraher, D. Powers, B. Pandya, J. Polym. Mater. 10, 17 (1993)

    CAS  Google Scholar 

  14. C. Carraher, F. Li, C. Butler, J. Polym. Mater. 17, 377 (2000)

    CAS  Google Scholar 

  15. C. Carraher, H. Stewart, S. Carraher, M. Nagata, S. Miao, J. Polym. Mater. 18, 111 (2001)

    CAS  Google Scholar 

  16. C. Carraher, L. Lanz, J. Polym. Mater. 20, 91 (2003)

    CAS  Google Scholar 

  17. C. Carraher, K. Morie, Polym. Mater. Sci. Eng. 91, 556 (2004)

    CAS  Google Scholar 

  18. D. Siegmann-Louda, C. Carraher, F. Pflueger, J. Coleman, S. Harless, H. Luing, Polym. Mat. Sci. Eng. 82, 83 (2000)

    CAS  Google Scholar 

  19. D. Siegmann-Louda, C. Carraher, J. Ross, F. Li, K. Mannke, S. Harless, Polym. Mat. Sci. Eng. 81, 151 (1999)

    CAS  Google Scholar 

  20. D. Siegmann-Louda, C. Carraher, F. Pfueger, D. Nagy, Polym. Mat. Sci. Eng. 84, 658 (2001)

    CAS  Google Scholar 

  21. D. Siegmann-Louda, C. Carraher, D. Chamely, A. Cardoso, D. Snedden, Polym. Mat. Sci. Eng. 86, 293 (2002)

    CAS  Google Scholar 

  22. D. Siegmann-Louda, C. Carraher, M. Graham, R. Doucetter, L. Lanz, Polym. Mat. Sci. Eng. 87, 247 (2002)

    CAS  Google Scholar 

  23. D. Siegmann-Louda, C. Carraher, D. Snedden, A. Komulainen, Polym. Mater. Sci. Eng. 90, 512 (2004)

    CAS  Google Scholar 

  24. R. Doucette, D. Siegmann-Louda, C. Carraher, A. Cardoso, Polym. Mater. Sci. Eng. 91, 564 (2004)

    CAS  Google Scholar 

  25. R. Bleicher, C. Carraher, Polym. Mater. Sci. Eng. 86, 289 (2002)

    CAS  Google Scholar 

  26. M. Roner, C. Carraher, A. Zhao, J. Roehr, K. Bassett, D. Siegmann-Louda, D. Polym. Mater. Sci. Eng. 89, 525 (2003)

    CAS  Google Scholar 

  27. M. Roner, C. Carraher, A. Zhao, J. Roehr, K. Bassett, D. Siegmann-Louda, Polym. Mater. Sci. Eng. 90, 515 (2004)

    CAS  Google Scholar 

  28. M. Roner, C. Carraher, J. Roehr, K. Bassett, D. Siegmann-Louda, Polym. Mater. Sci. Eng. 91, 744 (2004)

    CAS  Google Scholar 

  29. M. Roner, C. Carraher, S. Dhanji, Polym. Mater. Sci. Eng. 93, 410 (2005)

    CAS  Google Scholar 

  30. M. Roner, C. Carraher, J. Roehr, K. Bassett, J. Polym. Mater. 23, 153 (2006)

    CAS  Google Scholar 

  31. D. Siegmann-Louda, C. Carraher, O. Gordon, A. Battin, Polym. Mater. Sci. Eng. 93, 407 (2005)

    Google Scholar 

  32. C. Carraher, L. Lanz, J. Polym. Mater. 21, 51 (2005)

    Google Scholar 

  33. R. Doucette, D. Siegmann-Louda, C. Carraher, Polym. Mater. Sci. Eng. 91, 567 and 569 (2004)

    Google Scholar 

  34. C. Carraher, J. L. Lee, Polym. Mater. Sci. Eng. 90, 408 (2004)

    CAS  Google Scholar 

  35. C. Carraher, G. Scherubel, Makromolekular Chemie 152, 61 (1972)

    Article  CAS  Google Scholar 

  36. C. Carraher, G. Scherubel, Makromolekular Chemie, 160, 259 (1972)

    Article  CAS  Google Scholar 

  37. C. Carraher, G. Scherubel, J. Polym. Sci. A-1, 9, 983 (1971)

    Article  CAS  Google Scholar 

  38. D. Siegmann-Louda, C. Carraher, D. Nagy, D. Snedden, J. Rosa, Polym. Mater. Sci. Eng. 89, 487 (2003)

    CAS  Google Scholar 

  39. G. Barot, D. Siegmann-Louda, E. Zevalias, C. Carraher, Polym. Mater. Sci. Eng. 94, 561 (2006)

    CAS  Google Scholar 

  40. K. Shahi, M. Roner, C. Carraher, G. Barot, Polym. Mater. Sci. Eng. 94, 466 (2006)

    CAS  Google Scholar 

  41. C. Carraher, T. Sabir, M. Roner, K. Shahi, R. Bleicher, J. Roehr, K. Bassett, JIOPM 16, 249 (2006)

    CAS  Google Scholar 

  42. C. Carraher, K. Morie, JIOPM 17, 127 (2007)

    CAS  Google Scholar 

  43. J.F. Neault, H.A. Tajmir-Riahi, J. Biol. Chem. 271, 8140 (1996)

    Article  CAS  Google Scholar 

  44. J.F. Neault, H.A. Tajmir-Riahi, J. Biol. Chem. 272, 8901 (1997)

    Article  CAS  Google Scholar 

  45. C. Carraher, G. Barot, A. Battin, Polym. Mater. Sci. Eng. 96, 376 (2007)

    CAS  Google Scholar 

  46. D. Siegmann-Louda, C. Carraher, S. Riley, K. Morie, Polym. Mater. Sci. Eng. 92, 430 (2005)

    CAS  Google Scholar 

  47. D. Siegmann-Louda, C. Carraher, A. Fletcher, Y. Harris, A. Zhao, Polym. Mater. Sci. Eng. 92, 433 (2005)

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Charles E. Carraher Jr..

Additional information

This article is dedicated to Professor Astruc.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Carraher, C.E., Roner, M.R., Shahi, K. et al. Synthesis and Initial Cell Line Results of Organotin Polyethers Containing Diethylstilbestrol. J Inorg Organomet Polym 18, 180–188 (2008). https://doi.org/10.1007/s10904-007-9184-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10904-007-9184-6

Keywords

Navigation