Russian Journal of General Chemistry

, Volume 87, Issue 12, pp 2989–2994 | Cite as

Synthesis and Study on the Potential Anticancer Activity of Phosphinolinium-Type Halide Salts

  • D. S. Prokofieva
  • V. V. Abzianidze
  • A. S. Bogachenkov
Letters to the Editor
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Abstract

Cytotoxic activity of the newly synthesized phosphinolinium-type bromide salts was evaluated against two cell lines of human origin: A549 lung adenocarcinoma and U251 glioblastoma using the sulforhodamine B assay. Compound with long alkyl chain demonstrate a stronger effect on viability of two cell lines than cysplatin.

Keywords

anticancer activity cationic lipophilic phosphonium salts phosphinolinium-type halides 

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References

  1. 1.
    Ross, M.F., Kelso, G.F., Blaikie, F.H., James, A.M., Cochemé, H.M., Filipovska, A., Da Ros, T., Hurd, T.R., Smith, R.A.J., and Murphy, M.P., Biochemistry (Moscow), 2005, vol. 70, no. 2, p. 222. doi 10.1007/s10541-005-0104-5CrossRefGoogle Scholar
  2. 2.
    Modica-Napolitano, J.S. and Aprille, J.R., Adv. Drug Deliv. Rev., 2001, vol. 49, nos. 1–2, p. 63. doi 10.1016/S0169-409X(01)00125-9CrossRefGoogle Scholar
  3. 3.
    Rideout, D.C., Calogeropoulou, T., Jaworski, J.S., Dagnino, R.J., and McCarthy, M.R., Anticancer Drug Des., 1989, vol. 4, p. 265.Google Scholar
  4. 4.
    Rideout, D.C., Calogeropoulou, T., Jaworski, J.S., and McCarthy, M.R., Biopolymers, 1990, vol. 29, no. 1, p. 247. doi 10.1002/bip.360290129CrossRefGoogle Scholar
  5. 5.
    Chen, L.B., Ann. Rev. Cell Biol., 1988, vol. 4, p. 155. doi 10.1146/annurev.cb.04.110188.001103CrossRefGoogle Scholar
  6. 6.
    Wong, J.R. and Chen, L.B., Adv. Mol. Cell Biol., 1988, vol. 2, p. 263. doi 10.1016/S1569-2558(08)60437-3CrossRefGoogle Scholar
  7. 7.
    Modica-Napolitano, J.S., Kulawiec, M., and Singh, K.K., Curr. Mol. Med., 2007, vol. 7, no. 1, p. 121.CrossRefGoogle Scholar
  8. 8.
    Davis, S., Weiss, M.J., Wong, J.R., Lampidis, T.J., and Chen, L.B., J. Biol. Chem., 1985, vol. 260, no. 25, p. 13844.Google Scholar
  9. 9.
    Cooper, W.A., Bartier, W.A., Rideout, D.C., and Delikatny, E.J., Magn. Reson. in Med., 2001, vol. 45, no. 6, p. 1001. doi 10.1002/mrm.1133CrossRefGoogle Scholar
  10. 10.
    Sun, X., Wong, J.R., Song, K., Hu, J., Garlid, K.D., and Chen, L.B., Cancer Res., 1994, vol. 54, no. 6, p. 1465.Google Scholar
  11. 11.
    Dairkee, S.H. and Hackett, A.J., Breast Cancer Res. Treat., 1991, vol. 18, no. 1, p. 57.CrossRefGoogle Scholar
  12. 12.
    Bernal, S.D., Lampidis, T.J., McIsaac, R.M., and Chen, L.B., Science, 1983, vol. 222, no. 4620, p. 169.CrossRefGoogle Scholar
  13. 13.
    Modica-Napolitano, J.S., Nalbandian, R., Kidd, M.E., Nalbandian, A., and Nguyen, C.C., Cancer Lett., 2003, vol. 198, no. 1, p. 59. doi 10.1016/S0304-3835(03) 00274-XCrossRefGoogle Scholar
  14. 14.
    Modica-Napolitano, J.S., Koya, K., Weisberg, E., Brunelli, B.T., Li, Y., and Chen, L.B., Cancer Res., 1996, vol. 56, no. 3, p. 544.Google Scholar
  15. 15.
    Weiss, M.J., Wong, J.R., Ha, C.S., Bleday, R., Salem, R.R., Steele, Jr.G.D., and Chen, L.B., Proc. Natl. Acad. Sci. USA, 1987, vol. 84, no. 15, p. 5444.CrossRefGoogle Scholar
  16. 16.
    Weisberg, E.L., Koya, K., Modica-Napolitano, J., Li, Y., and Chen, L.B., Cancer Res., 1996, vol. 56, no. 3, p. 551.Google Scholar
  17. 17.
    Higuchi, T., Fukushima, K., Rischpler, C., Isoda, T., Javadi, M.S., Ravert, H., Holt, D.P., Dannals, R.F., Madar, I., and Bengel, F.M., J. Nucl. Med., 2011, vol. 52, no. 6, p. 965. doi 10.2967/jnumed.110.085993CrossRefGoogle Scholar
  18. 18.
    Zeng, H., Wu, X., Song, F., Xu, C., Liu, H., and Liu, W., Eur. J. Med. Chem., 2016, vol. 118, p. 90. doi 10.1016/j.ejmech.2016.04.036CrossRefGoogle Scholar
  19. 19.
    Haslop, A., Wells, L., Gee, A., Plisson, C., and Long, N., Mol. Pharm., 2014, vol. 11, no. 11, p. 3818. doi 10.1021/mp500324nCrossRefGoogle Scholar
  20. 20.
    Modica-Napolitano, J.S., Joyal, J.L., Ara, G., Oseroff, A.R., and Aprille, J.R., Cancer Res., 1990, vol. 50, no. 24, p. 7876.Google Scholar
  21. 21.
    Biswas, S., Dodwadkar, N.S., Piroyan, A., and Torchilin, V.P., Biomaterials, 2012, vol. 33, no. 18, p. 4773. doi 10.1016/j.biomaterials.2012.03.032CrossRefGoogle Scholar
  22. 22.
    Chen, Y.-S., Allen, D.W., Tizzard, G.J., Pitak, M.B., Coles, S.J., Cross, N.A., and Bricklebank, N., Eur. J. Med. Chem., 2017, vol. 125, p. 528. doi 10.1016/j.ejmech.2016.08.025CrossRefGoogle Scholar
  23. 23.
    Millard, M., Pathania, D., Shabaik, Y., Taheri, L., Deng, J., and Neamati, N., PLoS ONE, 2010, vol. 5, e13131. doi 10.1371/journal.pone.0013131CrossRefGoogle Scholar
  24. 24.
    Frade, R., Rosatella, A., Marques, C., Branco, L., Kulkarni, P., Mateus, N.M.M., Afonso, C.A.M., and Duarte, C.M.M., Green Chem., 2009, vol. 11, p. 1660. doi 10.1039/B914284NCrossRefGoogle Scholar
  25. 25.
    Kanazava, A., Ikeda, T., and Endo, T., Antimicrob. Agents Chemother., 1994, vol. 38, no. 5, p. 945.CrossRefGoogle Scholar
  26. 26.
    Manetta, A., Gamboa, G., Nasseri, A., Podnos, Y.D., Emma, D., Dorion, G., Rawlings, L., Carpenter, P.M., Bustamante, A., Patel, J., and Rideout, D., Gynecologic Onc., 1996, vol. 60, no. 2, p. 203. doi 10.1006/gyno.1996.0026CrossRefGoogle Scholar
  27. 27.
    Popa, A., Davidescu, C.M., Trif, R., Ilia, G., Iliescu, S., and Dehelean, G., React. Funct. Polymers, 2003, vol. 55, no. 2, p. 151. doi 10.1016/S1381-5148(02)00224-9CrossRefGoogle Scholar
  28. 28.
    Kumar, V. and Malhotra, S.V., Bioorg. Med. Chem. Lett., 2009, vol. 19, no. 16, p. 4643. doi 10.1016/j.bmcl.2009.06.086CrossRefGoogle Scholar
  29. 29.
    Bachowska, B., Kazmierczak-Baranska, J., Cieslak, M., Nawrot, B., Szczęsna, D., Skalik, J., and Bałczewski, P., ChemistryOpen, 2012, vol. 1, no. 1, p. 33. doi 10.1002/open.201100003CrossRefGoogle Scholar
  30. 30.
    Klingenberg, M.A., Bogachenkov, A.S., Kinzhalov, M.A., Vasilyev, A.V. and Boyarskiy, V.P., New J. Chem., 2016, vol. 40, no. 4, p. 3336. doi 10.1039/C5NJ03038BCrossRefGoogle Scholar
  31. 31.
    Skehan, P., Storeng, R., Scudiero, D., Monks, A., McMahon, J., Vistica, D., Warren, J.T., Bokesch, H., Kenney, S., and Boyd, M.R, J. Natl. Cancer Inst., 1990, vol. 82, no. 13, p. 1107. doi 10.1093/jnci/82.13.1107CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • D. S. Prokofieva
    • 1
  • V. V. Abzianidze
    • 2
  • A. S. Bogachenkov
    • 3
    • 4
  1. 1.ZAO “Institute of Experimental Pharmacology”St. PetersburgRussia
  2. 2.Chemical Modeling Laboratory, Research Institute of Hygiene, Occupational Pathology and Human EcologyFederal Medical Biological AgencySt. PetersburgRussia
  3. 3.Department of Organic Chemistry, Institute of ChemistrySt. Petersburg State UniversitySt. PetersburgRussia
  4. 4.Department of Organic ChemistrySt. Petersburg Institute of Technology (Technical University)St. PetersburgRussia

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