Skip to main content
Log in

Synthesis, characterization, cytotoxic activity and DNA-binding studies of cobalt (II) mixed-ligand complex containing pyridine-2,6-dicarboxylate ion and 2-aminopyrimidine

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

Treatment of pyridine-2,6-dicarboxylic acid and 2-aminopyrimidine with Co(NO3)2∙6H2O under hydrothermal conditions led to a new Co (II) complex [Co(amp)(pydc)(H2O)2]∙H2O (1), which was characterized by infrared spectroscopy, elemental analysis as well as X-ray diffraction studies. The DNA-binding behavior of the complex has been studied by UV–Vis absorption and fluorescence spectroscopic titration, viscosity measurements, thermal denaturation and circular dichroism (CD). The experimental results indicated that Co (II) complex was bound to DNA by an intercalative mode. The intrinsic binding constant of Co (II) complex with DNA was (3.80 ± 0.02) × 104 M−1. The biological effects of the Co (II) complex were also studied by MTT assay in MCF-7 and HT-29 cancer cell lines. Treatment of MCF-7 and HT-29 cells with Co (II) complex resulted in a concentration-dependent cell growth inhibition.

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.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. T. Phaechamud, J. Mahadlek, J. Charoenteeraboon, S. Choopun, Indian J. Pharm. Sci. 74, 498–504 (2012)

    Article  CAS  Google Scholar 

  2. S. Biswal, U. Sahoo, S. Sethy, H.K.S. Kumar, M. Banerjee, Asian J. Pharm. Clin. Res. 15, 1–6 (2011)

    Google Scholar 

  3. C. Oliver Kappe, Tetrahedron 49, 6937–6963 (1993)

    Article  Google Scholar 

  4. M. Bhuiyan, K.M. Rahman, M. Hossain, M. Rahim, M. Hossain, Croat. Chem. Acta 78, 633 (2005)

    CAS  Google Scholar 

  5. K. Akdi, R.A. Vilaplana, S. Kamah, F. Gonzalez-Vilchez, J. Inorg. Biochem. 99, 1360–1368 (2005)

    Article  CAS  Google Scholar 

  6. K.E. Erkkila, D.T. Odom, J.K. Barton, Chem. Rev. 99, 2777–2796 (1999)

    Article  CAS  Google Scholar 

  7. A.M. Pyle, J.P. Rehmann, R. Meshoyrer, C.V. Kumar, N.J. Turro, J.K. Barton, J. Am. Chem. Soc. 111, 3051–3058 (1989)

    Article  CAS  Google Scholar 

  8. N.K. Karpowich, H.H. Huang, P.C. Smith, J.F. Hunt, J. Biol. Chem. 278, 8429–8434 (2003)

    Article  CAS  Google Scholar 

  9. C.-C. Cheng, Y.-N. Kuo, K.-S. Chuang, C.F. Luo, W.J. Wang, Angew. Chem. Int. Ed. 38, 1255–1257 (1999)

    Article  CAS  Google Scholar 

  10. D.S. Sigman, A. Mazumder, D.M. Perrin, Chem. Rev. 93, 2295–2316 (1993)

    Article  CAS  Google Scholar 

  11. N.J. Turro, J.K. Barton, D.A. Tomalia, Acc. Chem. Res. 24, 332–340 (1991)

    Article  CAS  Google Scholar 

  12. T. Ghosh, B.G. Maiya, A. Samanta, A.D. Shukla, D.A. Jose, D.K. Kumar, A. Das, J. Biol. Inorg. Chem. 10, 496–508 (2005)

    Article  CAS  Google Scholar 

  13. M. Tabatabaee, Chem. Cent. J. 6, 1–8 (2012)

    Article  Google Scholar 

  14. M. Tabatabaee, F. Abbasi, B.-M. Kukovec, N. Nasirizadeh, J. Coord. Chem. 64, 1718–1728 (2011)

    Article  CAS  Google Scholar 

  15. M. Tabatabaee, B.-M. Kukovec, M. Kazeroonizadeh, Polyhedron 30, 1114–1119 (2011)

    Article  CAS  Google Scholar 

  16. C.Z. Huang, Y.F. Li, P. Feng, Talanta 55, 321–328 (2001)

    Article  CAS  Google Scholar 

  17. Z.M. Lighvan, A. Abedi, M. Bordbar, Polyhedron 42, 153–160 (2012)

    Article  CAS  Google Scholar 

  18. G.M. Sheldrick, SHELXS-97, Program for Crystal Structure Determination (University of Göttingen, Germany, 1997)

  19. G.M. Sheldrick, SHELXTL, Siemens Analytical X-Ray Instruments Inc. (Madison, WI, USA, 1990)

  20. L.J. Farrugia, J. Appl. Crystallogr. 30, 565 (1997)

    Article  CAS  Google Scholar 

  21. F. Fallahian, F. Karami-Tehrani, S. Salami, M. Aghaei, FEBS J. 278, 3360–3369 (2011)

    Article  CAS  Google Scholar 

  22. M. Tabatabaee, B.-M. Kukovec, V. Razavimahmoudabadi, Z. Naturforsch. B Chem. Sci. 66b, 813–818 (2011)

    Article  Google Scholar 

  23. M. Tabatabaee, V. Razavimahmoudabadi, B.-M. Kukovec, M. Ghassemzadeh, B. Neumüller, J. Inorg. Organomet. Polym. Mat. 21, 450–457 (2011)

    Article  CAS  Google Scholar 

  24. M. Tabatabaee, M. Tahriri, M. Tahrir, Y. Ozawa, B. Neumüller, H. Fujioka, K. Toriumi, Polyhedron 33, 336–340 (2012)

    Article  CAS  Google Scholar 

  25. G.B. Deacon, R.J. Phillips, Coord. Chem. Rev. 33, 227–250 (1980)

    Article  CAS  Google Scholar 

  26. L.-J. Zhang, J.-Q. Xu, Z. Shi, W. Xu, T.-G. Wang, Dalton Trans. 6, 1148–1152 (2003)

  27. H.-F. Wang, R. Shen, N. Tang, Eur. J. Med. Chem. 44, 4509–4515 (2009)

    Article  CAS  Google Scholar 

  28. J.-G. Liu, Q.-L. Zhang, X.-F. Shi, L.-N. Ji, Inorg. Chem. 40, 5045–5050 (2001)

    Article  CAS  Google Scholar 

  29. S.A. Tysoe, R.J. Morgan, A.D. Baker, T.C. Strekas, J. Phys. Chem. 97, 1707–1711 (1993)

    Article  CAS  Google Scholar 

  30. M. Maeder, Y.M. Neuhold, Practical Data Analysis in Chemistry (Elsevier, Oxford, UK, 2007)

  31. M. Maeder, A.D. Zuberbuehler, Anal. Chem. 62, 2220–2224 (1990)

    Article  CAS  Google Scholar 

  32. H.B. Lin, Q.X. Wang, C.M. Zhang, W.Q. Li, Chin. Chem. Lett. 22, 969–972 (2011)

    Article  CAS  Google Scholar 

  33. S. Srinivasan, J. Annaraj, P.R. Athappan, J. Inorg. Biochem. 99, 876–882 (2005)

    Article  CAS  Google Scholar 

  34. Y. Sun, Q.-X. Zhou, J.-R. Chen, Y.-J. Hou, W.-H. Lei, X.-S. Wang, B.-W. Zhang, J. Inorg. Biochem. 103, 1658–1665 (2009)

    Article  CAS  Google Scholar 

  35. S. Arounaguiri, B.G. Maiya, Inorg. Chem. 35, 4267–4270 (1996)

    Article  CAS  Google Scholar 

  36. B.C. Baguley, B.M. Le, Biochemistry 23, 937–943 (1984)

    Article  CAS  Google Scholar 

  37. B. Jiang, X.-N. Xiong, C.-G. Yang, Biorg. Med. Chem. Lett. 11, 475–477 (2001)

    Article  CAS  Google Scholar 

  38. M. Cusumano, A. Giannetto, J. Inorg. Biochem. 65, 137–144 (1997)

    Article  CAS  Google Scholar 

  39. B. Peng, X. Chen, K.-J. Du, B.L. Yu, H. Chao, L.-N. Ji, Spectrochim. Acta Part A 74, 896–901 (2009)

    Article  Google Scholar 

  40. V.I. Ivanov, L.E. Minchenkova, A.K. Schyolkina, A.I. Poletayev, Biopolymers 12, 89–110 (1973)

    Article  CAS  Google Scholar 

  41. P. Lincoln, E. Tuite, B. Nordén, J. Am. Chem. Soc. 119, 1454–1455 (1997)

    Article  CAS  Google Scholar 

  42. A.M. Polyanichko, V.V. Andrushchenko, E.V. Chikhirzhina, V.I. Vorobèv, H. Wieser, Nucleic Acids Res. 32, 989–996 (2004)

    Article  CAS  Google Scholar 

  43. A. Rodger, B. Nordén, Circular Dichroism and Linear Dichroism (Oxford University Press, Oxford, 1997)

  44. W. Saenger, Principles of Nucleic Acid Structure (Springer, New york, 1984)

  45. S. Satyanarayana, J.C. Dabrowiak, J.B. Chaires, Biochemistry 31, 9319–9324 (1992)

    Article  CAS  Google Scholar 

  46. F.-H. Li, G.-H. Zhao, H.-X. Wu, H. Lin, X.-X. Wu, S.-R. Zhu, H.-K. Lin, J. Inorg. Biochem. 100, 36–43 (2006)

    Article  CAS  Google Scholar 

  47. J.-G. Liu, B.-H. Ye, H. Li, Q.-X. Zhen, L.-N. Ji, Y.-H. Fu, J. Inorg. Biochem. 76, 265–271 (1999)

    Article  CAS  Google Scholar 

  48. M. Eriksson, M. Leijon, C. Hiort, B. Norden, A. Graeslund, Biochemistry 33, 5031–5040 (1994)

    Article  CAS  Google Scholar 

  49. N. Wang, Q.-Y. Lin, J. Feng, Y.-L. Zhao, Y.-J. Wang, S.-K. Li, Inorg. Chim. Acta 363, 3399–3406 (2010)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We gratefully acknowledge the support from Qom University, Payam Noor University and Yazd branch Islamic Azad University.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Masoumeh Tabatabaee.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Bordbar, M., Tabatabaee, M., Alizadeh-Nouqi, M. et al. Synthesis, characterization, cytotoxic activity and DNA-binding studies of cobalt (II) mixed-ligand complex containing pyridine-2,6-dicarboxylate ion and 2-aminopyrimidine. J IRAN CHEM SOC 13, 1125–1132 (2016). https://doi.org/10.1007/s13738-016-0826-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-016-0826-x

Keywords

Navigation