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Synthesis, Characterization, and Anticancer Activity of Organotin(IV) Complexes with Sodium 3-(1H-Indol-3-yl)propanoate

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Abstract

Six organotin(IV) complexes have been synthesized by refluxing sodium salt of 3-(1H-indol-3-yl)-propanoic acid with di- and triorganotin chlorides in 1: 1 and 2: 1 molar ratios, respectively. These complexes have been characterized by elemental analysis, IR, and 1H, 13C, and 119Sn NMR spectral data. DNA binding studies were performed by viscometric measurements and UV-Vis spectroscopy. Both techniques indicated an intercalation mode of interaction. Cytotoxic activity of the ligand salt and organotin(IV) complexes 1–6 was tested against human ovarian cell line A2780. Results of bioassay revealed that organotin derivatives were more active than anticancer drug cis-platin. Triorganotin(IV) compounds had higher cytotoxic activity than corresponding diorganotin(IV) complexes.

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References

  1. Yin, H.D., Gao, Z.J., and Wang, C.H., Chin. J. Chem., 2005, vol. 23, p. 928. doi 10.1002/cjoc.200590928

    Article  CAS  Google Scholar 

  2. Win, Y.F., Teoh, S.G., Vikneswaran, T.M.R., Chan, M.Y., Ha, S.T., Ibrahim. P., Am. J. Appl. Sci., 2010, vol. 7, p. 301. doi 10.1002/zaac.201000393

    Article  CAS  Google Scholar 

  3. Tao, B., Xia, H., Huang, C.-X., and Li, X.-W., Anorg. Z. Allg. Chem., 2011, vol. 631, p. 703. doi 10.1002/zaac.201000393

    Article  Google Scholar 

  4. Teoh, S.G., Ang, S.H., Looi, E.S., Keok, C.A., Teo, S.B., and Fun, H.K., J. Organomet. Chem., 1997, vol. 527, p. 15. doi org/10.1016/S0022-328X(96)06589-8

    Article  CAS  Google Scholar 

  5. Shahzadi, S., Shahid, K., and Ali, S., Russ. J. Coord. Chem., 2007, vol. 33, p. 403. doi 10.1134/S1070328407060048

    Article  CAS  Google Scholar 

  6. Bonire, J.J., Ayoko, G.A., Olurinola, P.F., Ehinmidu, J.O., Jalil, N.S.N., and Omach, A.A., Met.-Based Drugs, 1998, vol. 5, p. 233. doi org/10.1155/MBD.1998.233

    Article  CAS  Google Scholar 

  7. Tariq, M., Ali, S., and Khalid, N., Renewable and Sustainable Energy Rev., 2012, vol. 16, p. 6303. doi org/10.1016/j.rser.2012.07.005

    Article  CAS  Google Scholar 

  8. Balas, V.I., Hadjikakou, S.K., Hadjiliadis, N., Kourkoumelis, N., Light, M.E., Hursthouse, M., Metsios, A.K., and Karkabounas, S., Bioinorg. Chem. Appl., 2008, vol. 1, p. 1. doi org/10.1155/2008/654137

    Article  Google Scholar 

  9. Gielen, M., Met.-Based Drugs, 1995, vol. 2, p. 99. doi org/10.1155/MBD.1995.99

    Article  CAS  Google Scholar 

  10. Li, W., Zhang, Z.W., Ren, S.M., Sibiril, Y., Massin, D.P., and Jianf, T., Chem. Biol. Drug. Des. 2009, vol. 73, p. 682. doi 10.1111/j.1747-0285.2009.00822.x

    Article  CAS  Google Scholar 

  11. Kang, W., Wub, X., and Huang, J., J. Organomet. Chem., 2009, vol. 694, p. 2402. doi org/10.1016/j.jorganchem.2009.03.025

    Article  CAS  Google Scholar 

  12. Danish, M., Ali, S., Shahid, K., and Mazhar, M., J. Chem. Soc. Pak., 2004, vol. 26, p. 61. doi org/10.1016/j.jphotobiol.2017.04.003

    Google Scholar 

  13. Ahmad, M.S., Mirza, B., Hussain, M., Hanif, M., Ali, S., Walsh, M.J., and Martin, F.L., PMC Biophys., 2008, vol. 1, p. 3. doi org/10.1186/1757-5036-1-3

    Article  Google Scholar 

  14. Armarego, W.F.L. and Chai, C., Purification of Laboratory Chemicals, Oxford: Butterworth, 5th ed., 2003.

    Google Scholar 

  15. Mosman, T. and Immunol, J., Methods, 1983, vol. 65, p. 55. doi org/10.1016/0022-1759(83)90303-4

    Google Scholar 

  16. Hussain, H., Ahmad, V.U., Green, I.R., Krohn, K., Hussain, J., and Badshah, A., Arkivoc, 2007, vol. 14, p. 289. doi 10.1002/jccs.201500274

    Google Scholar 

  17. Sandhu, G.K. and Sharma, N., Appl. Organomet. Chem., 1993, vol. 7, p. 39. doi 10.1002/aoc.590070104

    Article  CAS  Google Scholar 

  18. Wrackmeyer, B., Annu. Rep. NMR Spectrosc., 1999, vol. 38, p. 203. doi org/10.1016/S0066-4103(08)60038-1

    Article  CAS  Google Scholar 

  19. Ahmad, M.S., Hussain, M., Hanif, M., Ali, S., and Mirza, B., Molecules, 2007, vol. 12, p. 2348. doi 10.3390/12102348

    Article  CAS  Google Scholar 

  20. Sadiq-ur-Rehman, Ali, S., Shahzadi, S., Heteroatom Chem., 2008, vol. 19, p. 612. doi 10.1002/hc.20488

    Article  CAS  Google Scholar 

  21. Shahabadi, N., Kashanian, S., and Darabi, F., Eur. J. Med. Chem., 2010, vol. 45, p. 4239. doi org/10.1016/j.ejmech.2010.06.020

    Article  CAS  Google Scholar 

  22. Sirajuddin, M., Ali, S., Haider, A., Shah, N.A., Shah, A., and Khan, M.R., Polyhedron, 2012, vol. 40, p. 19. doi org/10.1016/j.poly.2012.03.048

    Article  CAS  Google Scholar 

  23. Kalanur, S.S., Katrahalli, U., and Seetharamappa, J., J. Electroanal. Chem., 2009, vol. 636, p. 93. doi org/10.1016/j.jelechem.2009.09.018

    Article  CAS  Google Scholar 

  24. Shahzadi, S., Shahid, K., Ali, S., Malik, A., and Ahmed, E., J. Chem. Soc. Pak., 2005, vol. 27, p. 541. doi 10.2298/JSC0902141S

    CAS  Google Scholar 

  25. Shahid, K., Shahzadi, S., Ali, S., and Mazhar, M., Bull. Korean Chem. Soc., 2006, vol. 27(1), p. 44. doi 10.5012/bkcs.2006.27.1.044

    Article  CAS  Google Scholar 

  26. Hussain, S., Ali, S., Shahzadi, S., Tahir, M.N., and Shahid, M., J. Coord. Chem., 2015, 68(14), p. 2369. doi org/10.1080/00958972.2015.1046849

    Article  CAS  Google Scholar 

  27. Shahzadi, S., Ali, S., and Fettouhi, M., J. Chem. Cryst., 2008, vol. 38(4), p. 273. doi 10.1007/s10870-007-9295-5

    Article  CAS  Google Scholar 

  28. Molloy, K.C., in Bioorganotin Compounds, The Chemistry of Metal-Carbon Bond, Hartley, F.E., Ed., New York: Wiley, 1989.

    Google Scholar 

  29. Danish, M., Alt, H.G., Badshah, A., Ali, S., Mazhar, M., and Islam, N., J. Organomet. Chem., 1995, vol. 486, p. 51. doi org/10.1016/0022-328X(94)05050-L

    Article  CAS  Google Scholar 

  30. Danish, M., Ali, S., and Mazhar, M., Heteroatom Chem., 1996, vol. 7, p. 233. doi 10.1002/(SICI)1098-1071(199608)7

    Article  CAS  Google Scholar 

  31. Zhang, R.F., Yan, P.Z., Li, Q.L., and Ma, C.L., J. Coord. Chem., 2014, vol. 67, p. 649. doi org/10.1080/00958972.2014.897337

    Article  CAS  Google Scholar 

  32. Win, Y.F., Choong, C.S., Dang, J.C., Iqbal, M.A., Quah, C.K., Shaw, A.M., Majid, A., and Teoh, S.G., J. Coord. Chem., 2014, vol. 67, p. 3401. doi org/10.1080/00958972.2014.963571

    Article  CAS  Google Scholar 

  33. Haque, R.A., Salam, M.A., and Arafath, Md.A., J. Coord. Chem., 2015, vol. 68, p. 2953. doi org/10.1080/00958972.2015.1057133

    Article  CAS  Google Scholar 

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Correspondence to S. Ali or S. Shahzadi.

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Shaheen, F., Ali, S. & Shahzadi, S. Synthesis, Characterization, and Anticancer Activity of Organotin(IV) Complexes with Sodium 3-(1H-Indol-3-yl)propanoate. Russ J Gen Chem 87, 2937–2943 (2017). https://doi.org/10.1134/S1070363217120350

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