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SYNTHESIS, X-RAY STRUCTURES, AND ANTICANCER ACTIVITY OF Co(II), Cu(II), Ni(II), AND Pd(II) COMPLEXES WITH A SALEN LIGAND DERIVED FROM TRANS-1,2-DIAMINOCYCLOHEXANE

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Abstract

The tetradentate salen ligand derived from (±)-trans-1,2-diaminocyclohexane and 2-hydroxy-4-dimethylaminobenzaldehyde is prepared and its complexes with Co(II), Cu(II), Ni(II), and Pd(II) are synthesized. The ligand is fully characterized by FTIR, 1H and 13C NMR and mass spectrometry. Structures of the metal complexes are determined by single crystal X-ray diffraction. With the exception of the Co complex that crystallizes in the monoclinic system (space group P21/c), all the other complexes crystallize in the triclinic system with the space group P-1. All the complexes have slightly distorted square planar geometries. The ligand and the metal complexes are screened for their in vitro anticancer activity against the human breast cancer cell lines MCF-7 and T47D. In comparison with the uncomplexed ligand, the cobalt complex shows a marked antiproliferative effect.

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REFERENCES

  1. S. J. Wezenberg and A. W. Kleij. Angew. Chem., Int. Ed., 2008, 47, 2354.

  2. D. A. Atwood and M. J. Harvey. Chem. Rev., 2001, 101, 37.

  3. C. Gou, S.-H. Qin, H.-Q. Wu, Y. Wang, J. Luo, and X.-Y. Liu. Inorg. Chem. Commun., 2011, 14, 1622.

  4. P. Hariharan and S. P. Anthony. Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc., 2015, 136, 1658.

  5. P. Hariharan, N. Hari, and S. P. Anthony. Inorg. Chem. Commun., 2014, 48, 1.

  6. M. A. DeVore II, S. A. Kerns, and A. E. Gorden. Eur. J. Inorg. Chem., 2015, 2015, 5708.

  7. K. R. Bandi, A. K. Singh, A. Jain, and V. Gupta. Electroanalysis, 2011, 23, 2839.

  8. X.-B. Lu, W.-M. Ren, and G.-P. Wu. Acc. Chem. Res., 2012, 45, 1721.

  9. G. Trott, P. Saini, and C. Williams. Philos. Trans. R. Soc., A, 2016, 374, 20150085.

  10. S. Klaus, M. W. Lehenmeier, C. E. Anderson, and B. Rieger. Coord. Chem. Rev., 2011, 255, 1460.

  11. K. M. Osten and P. Mehrkhodavandi. Acc. Chem. Res., 2017, 50, 2861.

  12. Q. P. Shi, Z. H. Shi, N. G. Li, Y. P. Tang, W. Li, H. Tang, W. Zhang, M. Z. Shen, and J. A. Duan. ChemInform 2014, 45, DOI:10.1002/chin.201433242.

  13. A. S. Abu-Surrah, H. M. Abdel-Halim, H. A. Abu-Shehab, and E. Al-Ramahi. Trans. Met. Chem., 2017, 42, 117.

  14. H. Y. Yin, J. Tang, and J. L. Zhang. Eur. J. Inorg. Chem., 2017, 2017, 5085.

  15. A. A. A. Aziz. Synth. React. Inorg., Met.-Org., Nano-Met. Chem., 2011, 41, 384.

  16. A. R. Khokhar, S. Al-Baker, S. Shamsuddin, and Z. H. Siddik. J. Med. Chem., 1997, 40, 112.

  17. A. Erxleben. Inorg. Chim. Acta, 2018, 472, 40.

  18. S. Shen, H. Chen, T. Zhu, X. Ma, J. Xu, W. Zhu, R. Chen, J. Xie, T. Ma, and L. Jia. Oncol. Lett., 2017, 13, 3169.

  19. H. Abd El-Halim, G. G. Mohamed, and M. N. Anwar. Appl. Organomet. Chem., 2018, 32, e3899.

  20. M. Usman, S. Tabassum, F. Arjmand, R. A. Khan, M. S. Ali, H. A. Al-Lohedan, A. Alsalme, M. A. Farah, K. M. Al-Anazi, and M. Ahmad. Inorg. Chim. Acta, 2018, 479, 229.

  21. A. Palanimurugan and A. Kulandaisamy. Asian J. Chem., 2018, 30.

  22. L. Li, C. Tian, C. Wang, G. Wang, L. Wang, and J. Du. J. Chem., 2012, 9, 1422.

  23. M. Zaki, M. Afzal, M. Ahmad, and S. Tabassum. J. Photochem. Photobiol., B, 2016, 161, 318.

  24. U. Ndagi, N. Mhlongo, and M. E. Soliman. Drug Des., Dev. Ther., 2017, 11, 599.

  25. I. P. Ejidike and P. A. Ajibade. Rev. Inorg. Chem., 2015, 35, 191.

  26. Z. H. Chohan, H. Pervez, A. Rauf, K. M. Khan, and C. T. Supuran. J. Enzyme Inhib. Med. Chem., 2006, 21, 193.

  27. R. F. Elshaarawy, Z. H. Kheiralla, A. A. Rushdy, and C. Janiak. Inorg. Chim. Acta, 2014, 421, 110.

  28. G. Lenoble, P. G. Lacroix, J. C. Daran, S. Di Bella, and K. Nakatani. Inorg. Chem., 1998, 37, 2158.

  29. J. J. Yan, R.W.-Y. Sun, P. Wu, M. C. Lin, A. S.-C. Chan, and C.-M. Che. Dalton Trans., 2010, 39, 7700.

  30. J. Cheng, K. Wei, X. Ma, X. Zhou, and H. Xiang. J. Phys. Chem., C, 2013, 117, 16552.

  31. Y. Leng, D. Lu, C. Zhang, P. Jiang, W. Zhang, and J. Wang. Chem. – Eur. J., 2016, 22, 8368.

  32. P. E. Aranha, J. M. Souza, S. Romera, L. A. Ramos, M. P. dos Santos, E. R. Dockal, and E. T. Cavalheiro. Thermochim. Acta, 2007, 453, 9.

  33. K. Bernardo, S. Leppard, A. Robert, G. Commenges, F. Dahan, and B. Meunier. Inorg. Chem., 1996, 35, 387.

  34. J. R. Doyle, P. E. Slade, H. B. Jonassen, and R. N. Rhoda. Inorg. Synt., 1960, 6, 216.

  35. F. F. Awwadi and H. A. Hodali. J. Mol. Struct., 2018, 1154, 373.

  36. CrysAlisPro, version 1.171.35.19 (release 27-10-2011 CrysAlis171.NET). Oxford Diffraction Ltd., 2011.

  37. SHELXTL (XPREP, X., XL, XP, XCIF), version 6.10. Bruker AXS Inc.: Madison, WI, 2002.

  38. S. K. Bardaweel, M. M. Hudaib, K. A. Tawaha, and R. M. Bashatwah. J. Evidence-Based Complementary & Altern. Med. 2015, 2015, 790838.

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Funding

Funding for this research from Deanship of Scientific Research at The University of Jordan, Amman-Jordan is gratefully acknowledged

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Jordan, Amman, Hashemite Kingdom of Jordan

    R. S. Rawajfeh, F. F. Awwadi & H. A. Hodali

  2. Department of Pharmaceutical Sciences, School of Pharmacy, University of Jordan, Amman, Hashemite Kingdom of Jordan

    S. K. Bardaweel

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  1. R. S. Rawajfeh
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  2. F. F. Awwadi
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  3. S. K. Bardaweel
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  4. H. A. Hodali
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Correspondence to H. A. Hodali.

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Rawajfeh, R.S., Awwadi, F.F., Bardaweel, S.K. et al. SYNTHESIS, X-RAY STRUCTURES, AND ANTICANCER ACTIVITY OF Co(II), Cu(II), Ni(II), AND Pd(II) COMPLEXES WITH A SALEN LIGAND DERIVED FROM TRANS-1,2-DIAMINOCYCLOHEXANE. J Struct Chem 61, 1985–1992 (2020). https://doi.org/10.1134/S0022476620120173

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