DOI QR코드

DOI QR Code

Interaction Studies of a Novel, Water-Soluble and Anti-Cancer Palladim(II) Complex with Calf Thymus DNA

  • Mansouri-Torshizi, H. (Department of Chemistry, University of Sistan and Baluchestan) ;
  • Saeidifar, M. (Department of Chemistry, University of Sistan and Baluchestan) ;
  • Divsalar, A. (Department Of Biological Sciences Tarbiat Moallem University Tehran) ;
  • Saboury, A.A. (Institute of Biochemistry and Biophysics, University of Tehran) ;
  • Shahraki, S. (Department of Chemistry, University of Sistan and Baluchestan)
  • Published : 2010.02.20

Abstract

We report the preparation and characterization of a new and water soluble complex of palladium(II) with 1,10- phenanthroline and butyldithiocarbamate ligands. This compound has been studied through spectroscopic techniques, $^1H$ NMR, IR, electronic spectra and elemental analysis and conductivity measurements. The complex shows 50% cytotoxic concentration ($Ic_{50}$) value against chronic myelogenous leukemia cell line, K562, much lower than that of cisplatin. Thus the mode of binding of this complex to calf thymus DNA have been extensively investigated by isothermal titration UV-visible spectrophotometry, fluorescence, gel filteration and other methods. UV-visible studies show that the complex exhibits cooperative binding with DNA and remarkably denatures the DNA at extremely low concentration ($~13\;{\mu}M$). Fluorescence studies indicate that the complex intercalate into DNA. Gel filtration studies suggest that the binding of Pd(II) complex with DNA is strong enough that it does not readily break. In these interaction studies, several thermodynamic and binding parameters are also determined which may reflect the mechanism of action of this type of compound with DNA.

Keywords

References

  1. Nagababu, P.; Latha, J. N. L.; Rajesh, M.; Satyanarayana. S. J. Iran. Chem. Soc. 2009, 6(1), 145. https://doi.org/10.1007/BF03246513
  2. Metcalfe, C.; Thomas, J. A. Chem. Soc. Rev. 2003, 32, 215. https://doi.org/10.1039/b201945k
  3. Hag, I.; Lincoln, P.; Suh, D.; Norden, B.; Choedhry, B. Z.; Chaires. J. B. J. Am. Chem. Soc. 1995, 117, 4788. https://doi.org/10.1021/ja00122a008
  4. Pyle, A. M.; Rehmann, J. P.; Meshoyrer, R.; Kumar, C. V.; Turro, N. J.; Barton. J. K. J. Am. Chem. Soc. 1989, 111, 3051. https://doi.org/10.1021/ja00190a046
  5. Catherine, H.; Marguerite, P.; Michael, R. G.; Stephanie Heinz, S.; Bernard. M. J. Biol. Inorg. Chem. 2001, 6, 14. https://doi.org/10.1007/s007750000177
  6. Li, V. S.; Choi, D.; Wang, Z.; Jimenez, L. S.; Tang, M. S.; Kohn, H. J. Am. Chem. Soc. 1996, 118, 2326. https://doi.org/10.1021/ja953871v
  7. Zuber, G.; Quada Jr., J. C.; Hecht, S. M. J. Am. Chem. Soc. 1998, 120, 9368. https://doi.org/10.1021/ja981937r
  8. Erkkila, K. E.; Odom, D. T.; Barton, J. K. Chem. Rev. 1999, 99, 30077.
  9. Sadler, P. J. Adv. Inorg. Chem. 1991, 39, 1.
  10. Guo, Z.; Sadler, P. J. Angew. Chem. Int. Ed. 1999, 38, 1512. https://doi.org/10.1002/(SICI)1521-3773(19990601)38:11<1512::AID-ANIE1512>3.0.CO;2-Y
  11. Martinez, A.; Lorenzo, J.; Prieto, M. J.; Font-Bardia, M.; Solans, X.; Aviles, F. X.; Moreno, V. Bioorg. Med. Chem. 2007, 15, 969. https://doi.org/10.1016/j.bmc.2006.10.031
  12. Faraglia, G.; Fregona, D.; Sitran, S.; Giovagnini, L.; Marzano, C.; Baccichetti, F.; Casellato, U.; Graziani, R. J. Inorg. Biochem. 2001, 83, 31. https://doi.org/10.1016/S0162-0134(00)00133-1
  13. Zipp, A. P.; Zipp, S. G. J. Chem. Educ. 1977, 54, 739. https://doi.org/10.1021/ed054p739
  14. Borch, R. F.; Bodenner, D. L.; Katz, J. C.; Hacker, P. M.; Douple, E. B.; Krakoff, I. H. Platinum coordination compounds in cancer chemotherapy; Martinus Nijhoff: Boston, 1984; p 154.
  15. Manav, N.; Mishra, A. K.; Kaushik, N. K. Spectrochim. Acta part A 2004, 60, 3087. https://doi.org/10.1016/j.saa.2004.01.031
  16. Fregona, D.; Giovagnini, L.; Ronconi, L.; Marzano, C.; Trevisan, A.; Sitran, S.; Biondi, B.; Bordin, F. J. Inorg. Biochem. 2003, 93, 181. https://doi.org/10.1016/S0162-0134(02)00571-8
  17. Manav, N.; Mishra, A. K.; Kaushik. N. K. Spectrochim. Acta. 2006, 65, 32. https://doi.org/10.1016/j.saa.2005.09.023
  18. Blake, A. J.; Kathirgamanathan, P.; Toohey, M. J. Inorg. Chim. Acta. 2000, 303, 1310.
  19. Shaheen, F.; Badshah, A.; Gielen, M.; Dusek, M.; Fejfarova, K.; de Vos, D.; Mirza, B. J. Organomet. Chem. 2007, 692, 3019. https://doi.org/10.1016/j.jorganchem.2007.03.019
  20. Siddiqi, K. S.; Nami, S. A. A.; Ghebude, L and Y. J. Braz. Chem. Soc. 2006, 17(1), 107. https://doi.org/10.1590/S0103-50532006000100016
  21. Islami-Moghaddam, M.; Mansouri-Torshizi, H.; Divsalar, A.; Saboury. A. A. J. Iran. Chem. Soc. 2009, 6(3), 552. https://doi.org/10.1007/BF03246535
  22. Mansouri-Torshizi, H.; I-Moghaddam, M.; Divsalar, A.; Saboury, A. A. Bioorg. Med. Chem. 2008, 16, 9616. https://doi.org/10.1016/j.bmc.2008.08.021
  23. Mansouri-Torshizi, H.; I-Moghaddam, M.; Divsalar, A.; Sabour. A. A. J. Biomol. Struct dyn. 2009, 26(5), 575. https://doi.org/10.1080/07391102.2009.10507273
  24. Ronconi; L.; Giovagnini; L.; Marzano, C.; Bettio, F.; Ganziani; R.; Pilloni, G.; Fregona, D. Inorg. Chem. 2005, 44, 1867. https://doi.org/10.1021/ic048260v
  25. Manohar, A.; Ramalingam, K.; Bocelli, G.; Righi, L. Inorg. Chem. Acta. 2001, 314, 177. https://doi.org/10.1016/S0020-1693(00)00336-4
  26. Song, X. Q.; Wang, Y. W.; Zheng, J. R.; Liu, W. S.; Tan, M. Y. Spectrochim. Acta. Part A 2007, 68, 701. https://doi.org/10.1016/j.saa.2006.12.048
  27. Geary, W. J. Coord. Chem. Rev. 1971, 7, 81. https://doi.org/10.1016/S0010-8545(00)80009-0
  28. Divsalar, A.; Saboury, A. A.; Yousefi, R.; Moosavi-Movahedi, A. A.; Mansouri-Torshizi, H. Int. J. Biol. Macro. 2007, 40, 381. https://doi.org/10.1016/j.ijbiomac.2006.09.015
  29. King, A. M. Q.; Nicholson, B. H. Biochem. J. 1969, 114, 679.
  30. Kumar, L.; Kandasamy, N. R.; Srivastava, T. S.; Amonkar, A. J.; Adwankar, M. K.; Chitnis. M. P. J. Inorg. Biochem. 1985, 23, 1. https://doi.org/10.1016/0162-0134(84)85001-1
  31. Saboury. A. A. J. Iran. Chem. Soc. 2006, 3(1), 1. https://doi.org/10.1007/BF03245784
  32. Bhadra, K.; Maiti, M.; Kumar, G. S. Biochim. et Biophys. Acta. 2007, 1770, 1071. https://doi.org/10.1016/j.bbagen.2007.03.001
  33. Mital, R.; Jain, N.; Srivastava, T. S. Inorg. Chim. Acta. 1989, 166, 135. https://doi.org/10.1016/S0020-1693(00)80798-7
  34. Mansouri-Torshizi, H.; I-Moghaddam, M.; Saboury, A. A. Acta Biochim.et Biophys. Sin. 2003, 35, 886.
  35. Saboury, A. A.; Shamsaei, A. A.; Moosavi-movahedi, A. A.; Mansouri-Torshizi, H. J. Chin. Chem. Soc. 1999, 46, 917.
  36. Greene, R. F.; Pace, C. N. J. Biol. Chem. 1974, 249, 5388.
  37. Bathaie, S. Z.; Bolhasani, A.; Hoshyar, R.; Ranjbar, B.; Sabouni, F.; Moosavi-Movahedi, A. A. J. DNA and Cell Biology 2007, 26, 533. https://doi.org/10.1089/dna.2007.0598
  38. Barrow, G. M. In Physical Chemistry; 5th ed.; Graw-Hill, MC: New York, 1988; Chap. 7.
  39. Mansouri-Torshizi, H.; Mital, R.; Srivastava, T. S.; Parekh, H.; Chitnis, M. P. J. Inorg. Biochem. 1991, 44, 239. https://doi.org/10.1016/0162-0134(91)84029-9
  40. Mansouri-Torshizi, H.; Srivastava, T. S.; Chavan, S. J.; Chitinis, M. P. J. Inorg. Biochem. 1992, 48, 63. https://doi.org/10.1016/0162-0134(92)80054-Y
  41. Christian, A. M.; Constantinos, E. D.; Christodoulos, M. Inorg. Chim. Acta 2008, 361, 1973. https://doi.org/10.1016/j.ica.2007.10.006
  42. Scatchard. G. Ann. N. Y. Acad Sci. 1949, 51, 660. https://doi.org/10.1111/j.1749-6632.1949.tb27297.x

Cited by

  1. DNA Binding and Antitumor Activity of α-Diimineplatinum(II) and Palladium(II) Dithiocarbamate Complexes vol.2011, pp.1687-479X, 2011, https://doi.org/10.1155/2011/394506
  2. Novel 2,2′-bipyridine palladium(II) complexes with glycine derivatives: synthesis, characterization, cytotoxic assays and DNA-binding studies vol.10, pp.5, 2013, https://doi.org/10.1007/s13738-013-0237-1
  3. Synthesis, Characterization, and Cytotoxicity Studies of a Novel Palladium(II) Complex and Evaluation of DNA-Binding Aspects vol.32, pp.7, 2013, https://doi.org/10.1080/15257770.2013.790552
  4. DNA Binding Studies and Cytotoxicity of Ethylenediamine 8-Hydroxyquinolinato Palladium(II) Chloride vol.57, pp.6, 2013, https://doi.org/10.1002/jccs.201000192
  5. Photo-catalytic degradation of organic dyes: ultrasonic-assisted synthesis of PdO nanoparticles vol.27, pp.2, 2016, https://doi.org/10.1007/s10854-015-3924-0
  6. 2,2′- bipyridine coplanar with coordination square of Pd(II) nonyldithiocarbamato antitumor complex interacting with DNA in two distinct steps vol.35, pp.11, 2017, https://doi.org/10.1080/07391102.2016.1220328
  7. DNA-Binding and Thermodynamic Parameters, Structure and Cytotoxicity of Newly Designed Platinum(II) and Palladium(II) Anti-Tumor Complexes vol.32, pp.3, 2010, https://doi.org/10.5012/bkcs.2011.32.3.947
  8. DNA Binding Studies and Cytotoxicity of the Novel 1,10-phenanthroline Palladium(II) Complexes of Dithiocarbamate Derivatives vol.55, pp.1, 2010, https://doi.org/10.5012/jkcs.2011.55.1.070
  9. Investigation of the Interaction Between Human Serum Albumin and Antitumor Palladium(II) Complex Containing 1,10-Phenanthroline and Dithiocarbamate Ligands vol.34, pp.1, 2010, https://doi.org/10.1080/15257770.2014.955192
  10. Synthesis of PdO nanoparticles: Crystal structure, DNA binding, and cytotoxicity of a new hydroxyl-quinolinato-palladium complex vol.47, pp.4, 2010, https://doi.org/10.1080/15533174.2016.1186079