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Synthesis, Structural Characterization, and Ability to Inhibit Cancer Growth of a Series of Organotin Poly(ethylene glycols)

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Abstract

A series of organotin poly(ethylene glycols) were synthesized including the first water soluble organotin polymers. These products are all polymeric with weight average molecular weights about 105. Infrared spectroscopy shows the presence of moieties from both reactants and the formation of the Sn–O linkage. F MALDI MS shows the presence of up to over a hundred units and by isotopic abundance the presence of one, two, and three tin-containing ion fragments. The polymers inhibit the growth of cancer cell lines from bone, prostate, colon, breast, and lung cancers. In a number of instances chemotherapeutic index values of two and greater are found consistent with these polymers being more active against cancer cells than non-cancerous healthy cells. Thus, some of these polymers show good promise as a new family of anticancer drugs including the water-soluble organotin-containing polymers.

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References

  1. C. Carraher, Macromolecules Containing Metal and Metal-Like Elements Vol 4. Group IVB-Containing Polymers (Wiley, Hoboken, NJ, 2005)

    Google Scholar 

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

    Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    Google Scholar 

  8. M. Roner, C. Carraher, T. Sabir, K. Shahi, J. Roehr, K. Bassett, Polym. Mater. Sci. Eng. 95, 525 (2006)

    CAS  Google Scholar 

  9. C. Carraher, Y. Ashida, G. Battin, Polym. Mater. Sci. Eng. 95, 556 (2006)

    CAS  Google Scholar 

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

    CAS  Google Scholar 

  11. C. Carraher, T. Sabir, C.L. Carraher, J. Polym. Mater. 23, 143 (2006)

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    CAS  Google Scholar 

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

    Google Scholar 

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

    CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

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

    CAS  Google Scholar 

  24. F. Bailey, J. Koleske, Poly(ethylene oxide), (Academic Press, NY, 1976)

    Google Scholar 

  25. G. Socrates, Infrared Characteristic Group Frequencies (Wiley, NY, 1980)

    Google Scholar 

  26. M. Nath, R. Jairath, G. Eng, X. Song, A. Kumar, Spectrochim. Acta. A Mol. Biomol. Spectrosc. 62(4–5), 1179 (2005)

    Article  CAS  Google Scholar 

  27. M. Clarke, F. Zhu, D.R. Frasca, Chem. Rev. 99(9), 2511 (1999)

    Article  CAS  Google Scholar 

  28. C.L. Parfett, T. Marquardt, R. Pilon, Food. Chem. Toxicol. 38(4), 339 (2000)

    Article  CAS  Google Scholar 

  29. Y. Yamabe, A. Hoshino, N. Imura, T. Suzuki, S. Himeno, Toxicol. Appl. Pharmacol. 169(2), 177 (2000)

    Article  CAS  Google Scholar 

  30. C.R. Jan, B.P. Jiann, Y.C. Lu, H.T. Chang, W. Su, W.C. Chen, C.C. Yu, J.K. Huang, Life Sci. 70(11), 1337 (2002)

    Article  CAS  Google Scholar 

  31. M.M. Whalen, B.G. Loganathan, Toxicol. Appl. Pharmacol. 171(3), 141 (2001)

    Article  CAS  Google Scholar 

  32. O. Yamanoshita, M. Kurasaki, T. Saito, K. Takahasi, H. Sasaki, T. Hosokawa, M. Okabe, J. Mochida, T. Iwakuma, Biochem. Biophys. Res. Commun. 272(2), 557 (2000)

    Article  CAS  Google Scholar 

  33. M.F. Powers, A.D. Beavis, J. Biol. Chem. 266(26), 17250 (1991)

    CAS  Google Scholar 

  34. H. Stridh, I. Cotgreave, M. Muller, S. Orrenius, D. Gigliotti, Chem. Res. Toxicol. 14(7), 791 (2001)

    Article  CAS  Google Scholar 

  35. Q. Li, P. Yang, H. Wang, M. Guo, J. Inorg. Biochem. 64(3), 181 (1996)

    Article  CAS  Google Scholar 

  36. F. Barbieri, F. Sparatore, M. Cagnoli, C. Bruzzo, F. Novelli, A. Alama, Chem. Biol. Interact. 134(1), 27 (2001)

    Article  CAS  Google Scholar 

  37. D. Ray, K.D. Sarma, A. Antony, IUBMB Life 49(6), 519 (2000)

    Article  CAS  Google Scholar 

  38. K.E. Appel, Drug Metab. Rev. 36(3–4), 763 (2004)

    Article  CAS  Google Scholar 

  39. M. Gielen, R. Willem, A. Bouhdid, D. De Vos, C.M. Kuiper, G. Veerman, G. Peters, In Vivo 9(1), 59 (1995)

    CAS  Google Scholar 

  40. P.M. Samuel, D. de Vos, D. Raveendra, J.A. Sarma, S. Roy, Bioorg. Med. Chem. Lett. 12(1), 61 (2002)

    Article  CAS  Google Scholar 

  41. M. Gielen, R. Willem, Anticancer Res. 12(1), 257 (1992)

    CAS  Google Scholar 

  42. M. Gielen, R. Willem, Anticancer Res. 12(1), 269 (1992)

    CAS  Google Scholar 

  43. M. Kemmer, M. Biesemans, M. Gielen, J.C. Martins, V. Gramlich, R. Willem, Chemistry 7(21), 4686 (2001)

    Article  CAS  Google Scholar 

  44. C. Nebbia, M. Dacasto, L. Ceppa, M. Gennaro Soffietti, P. Spinelli, V. Bergo, P. Di Simplicio, 21(2), 117 (1997)

    Google Scholar 

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Correspondence to Charles E. Carraher Jr..

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Barot, G., Shahi, K.R., Roner, M.R. et al. Synthesis, Structural Characterization, and Ability to Inhibit Cancer Growth of a Series of Organotin Poly(ethylene glycols). J Inorg Organomet Polym 17, 595–603 (2007). https://doi.org/10.1007/s10904-007-9158-8

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  • DOI: https://doi.org/10.1007/s10904-007-9158-8

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