International Journal of Applied Science and Engineering
Published by Chaoyang University of Technology

Valarmathy Ramaswamy1,2, Sampath Krishnan3, Jayabalakrishnan Chinnasamy4*, Tamiloli Devendhiran5, Mei-Ching Lin5

1 Research and Development Center, Bharathiar University, Tamil Nadu, India
2 Department of Chemistry, Hindustan College of Engineering and Technology, Tamil Nadu, India
3 Department of Chemistry, Kumaraguru College of Technology, Tamil Nadu, India
4 PPG College of Arts and Science, Tamil Nadu, India
5 Department of Applied Chemistry, Chaoyang University of Technology, Taichung, Taiwan, R.O.C.

 

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ABSTRACT

Ru(II)BT have been synthesized by the reaction between substituted bromobenzal thiosemicarbazones and precursors of ruthenium metal complexes, [RuHCl(CO)(EPh3)3] (where E = P/As). The bromobenzal thiosemicarbazones and Ru(II)BT was characterized by analytical and spectroscopic techniques. It confirms the coordination of the thiosemicarbazone ligands and suggest the octahedral geometry of the complexes. The Ru(II)BT is comprised of a metal centre with bidentate ligands. The stabilization of free radicals with Ru(II)BT was studied. The ligand and Ru(II)BT have significant anticancer activity on MCF-7 cancer cells.


Keywords: Ru(II), Anticancer, Antioxidant, Bromobenzal thiosemicarbazones.


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REFERENCES

  1. Anitha, P., Chitrapriya, N., Jang Y.J., Viswanathamurthi. P. 2013. Synthesis, characterization, DNA interaction, antioxidant and anticancer activity of new ruthenium(II) complexes of thiosemicarbazone/semicarbazone bearing 9, 10-phenanthrenequinone, Journal of Photochemistry and Photobiology B: Biology, 129, 17–26.

  2. Arjmand, F., Parveen, S., Afzal, M., Shahid M. 2012. Synthesis, characterization, biological studies (DNA binding, cleavage, antibacterial and topoisomerase I) and molecular docking of copper(II) benzimidazole complexes. Journal of Photochemistry and Photobiology B: Biology, 114, 15–26.

  3. Bal-Demirci, T., Güveli, S., Yeşilyurt, S., Ozdemir, N., Ulkuseven, B. 2020. Thiosemicarbazone ligand, nickel(II)and ruthenium(II) complexes based on vitamin B6 vitamer: The synthesis, different coordination behaviors and antioxidant activities, Inorganic Chimica Acta, 502, 119335–119368.

  4. Barolli, J.P., Maia, P.I.S., Vegas, L.C., Moreira, J., Plutin, A.M., Mocelo, R., Deflon, V.M., Cominetti, M.R., Mathias, M.I.C., Batista, A.A. 2017. Heteroleptic tris-chelate ruthenium(II) complexes of N, N-disubstituted-N’-acylthioureas: Synthesis, structural studies, cytotoxic activity and confocal microscopy. Polyhedron,126, 33–41.

  5. Chowdhury, N.S., Seth, D.K., Drew, M.G.B., Bhattacharya, S. 2011. Ruthenium mediated C-H activation of benzaldehyde thiosemicarbazones: Synthesis, structure, and spectral and electrochemical properties of the resulting complexes, Inorganica Chimica Acta, 372, 183–190.

  6. Elizabeth, K., Rao, M.N.A. 1990. Oxygen radical scavenging activity of curcumin, International Journal of Pharmaceutics, 58, 237–240.

  7. Gilewska, A., Masternak, J., Kazimierczuk, K., Trynda, J., Wietrzyk, J., Barszcz, B. 2018. Synthesis, structure, DNA binding and anti cancer activity of mixed ligand ruthenium(II) complex, Journal of Molecular Structure,1155, 288–296.

  8. Khan, S.A., Asiri. A.M. 2017. Synthesis and spectroscopic studies of Ru(II) complexes of steroidal thiosemicarbazones by multi step reaction: As anti-bacterial agents, Steroids, 124, 23–28.

  9. Krishnamorthy, P., Sathyadevi, P., Cowlwy, A.H., Butorac, R.R., Dharamaraj, N. 2011. Evaluation of DNA binding, DNA cleavage, protein binding and in vitro cytotoxic activities of bivalent transition metal hydrazone complexes. European Journal of Medicinal Chemistry, 46, 3376–3387.

  10. Manikandan, R., Anitha, P., Prakash, G., Vijayan, P., Viswanathamurthi, P., Butcher, R.J., Malecki, J.G. 2015. Ruthenium(II) carbonyl complexes containing pyridoxal thiosemicarbazone and trans-bis(triphenylphosphine/arsine): Synthesis, structure and their recyclable catalysis of nitriles to amides and synthesis of imidazolines. Journal of Molecular Catalysis A Chemical, 398, 312–324.

  11. Mir, J.M., Jain, N., Jaget, P.S., Khan, W., Vishwakarma, P.K., Rajak, D.K., Malik, B.A., Maurya, R.C. 2019. Urinary tract anti-infectious potential of DFT- experimental composite analyzed ruthenium nitrosyl complex N-dehydrpacetocacod-thiosemicarbazide, Journal of King Saud University- Science, 31, 89–100.

  12. Mishra, D., Naskar, S., Drew M.G.B., Chattopadhyay, S.K. 2005. Mononuclear and binuclear ruthenium(II) complexes with 4-(phenyl) thiosemicarbazone of benzaldehyde: A discussion on the relative stabilities of the four-membered and five-membered chelate rings formed by the ligand, Polyhedron, 24, 1861–1868.

  13. Mossman, T. 1983. Rapid colorimetric assay for cellular growth and survival application to proliferation and cytotoxicity assay, Journal of Immnological Methods, 65, 55–63.

  14. Nagaraju, K., Pal, S. 2014. Complexes of cis-bis(triphenylphosphine)ruthenium(II) with N, S-donor thiobenzhydrazones of polycyclic aromatic aldehydes: Synthesis, properties and structures, Inorganica Chimica Acta, 413, 102–108.

  15. Natarajan, K., Agarwala, U. 1978. β-diketonato(trihenylphosphine)complexes of ruthenium(II), Inorganic and Nuclear Chemistry Letters, 14, 7–10.

  16. Rodrigues, C., Batista, A.A., Aucélio, R.Q., Teixeira, L.R., Visentin, L.D.C., Beraldo, H. 2008. Spectral and electrochemical studies of ruthenium (II) complexes with N4-methyl-4-nitrobenzaldehyde and N4-methyl-4-nitrobenzophenone thiosemicarbazone potential anti-trypanosomal agents. Polyhedron, 27, 3061–3066.

  17. Sampath, K., Jayabalakrishnan, C. 2017. Biomolecular interaction and cytotoxicity of ruthenium(III) benzothiazole substituted ferrocenyl thiosemicarbazone, Arabian Journal of Chemistry, 10, S3207–S3215.

  18. Sampath, K., Sathiyaraj S., Jayabalakrishnan, C. 2013. Evaluation of DNA-binding DNA cleavage, antioxidant and cytotoxic activity of mononuclear ruthenium(II) carbonyl complexes of benzaldehyde 4–phenyl-3-thiosemicarbazones, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 115, 287–296.

  19. Sanchez-Delgado, R.A., Lee, W.Y., Choi, S.R., Cho, Y., Jun, M.J. 1991. The chemistry and catalytic properties of ruthenium and osmium complexes. Part 5. Synthesis of new compounds containing arsine ligands and catalytic activity in the homogeneous, Transition Metal Chemistry, 16, 241–244.

  20. Selvamurugan, S., Ramachandran, R., Prakash, G., Nirmala, M., Viswanathamurthi, P., Fujiwara, S., Endo, A. 2017. Synthesis of heteroleptic copper(I) complexes with phosphine-functionalized thiosemicarbazones: Efficient catalyst for regioselective N-alkylation reactions thiosemicarbazones, Inorganica Chimica Acta, 454, 46–53.

  21. Thota, S., Vallala, R. Yerra, Rodrigues, D.A., Raghavendra, N.M., Barreiro, E.J. 2016. Synthesis, characterization, DNA binding, DNA cleavage, protein binding and cytotoxic activities of Ru(II) complexes, International Journal of Biological Macromolecules, 82, 663–670.

  22. Thota, S., Vallala, S., Yerra R., Barreiro, E.J. 2015. Design, synthesis, characterization, cytotoxic and structure activity relationships of novel Ru(II) complexes, Chinese Chemical Letters, 26, 721–726.

  23. White, J.K., Schmehl, R.H., Turro, C. 2017. An overview of photo substitution reactions of Ru(II) imine complexes and their application in photobiology and photodynamic therapy, Inorganica Chimica Acta, 454, 7–20.


ARTICLE INFORMATION

Received: 2020-10-18
Revised: 2021-03-18
Accepted: 2021-04-29
Available Online: 2021-09-01


Cite this article:

Ramaswamy, V., Krishnan, S., Jayabalakrishnan, C., Devendhiran, T., Lin, M.-C. 2021. Bromobenzal thiosemicarbazones of ruthenium(II) complexes: Synthesis and bio applications. International Journal of Applied Science and Engineering, 18, 2020246. https://doi.org/10.6703/IJASE.202109_18(5).015

  Copyright The Author(s). This is an open access article distributed under the terms of the Creative Commons Attribution License (CC BY 4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are cited.

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