Issue

Vol. 33 No. 9 (2021): Vol 33 Issue 9, 2021

Copyright (c) 2021 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Exploration of Theoretical and Antioxidant Mimetic Activities of Binuclear Copper(II) and Nickel(II) Coordination Complexes

https://doi.org/10.14233/ajchem.2021.23339
Bharti Mohan
Department of Chemistry, National Institute of Technology Patna, Patna-800005, India
Mukesh Choudhary
Department of Chemistry, National Institute of Technology Patna, Patna-800005, India

Corresponding Author(s) : Mukesh Choudhary

mukesh@nitp.ac.in

Asian Journal of Chemistry, Vol. 33 No. 9 (2021): Vol 33 Issue 9, 2021

Abstract

Three dinuclear copper(II) and nickel(II) complexes viz. [Cu2(La)(py)2]·(ClO4)2 (1), [Ni2(Lb)(ImH)2]·(ClO4)2 (2) and [Ni2(Lc)(H2O)2]·(ClO4)2 (3) were designed and synthesized using disulfide and auxiliary ligands as functional models for antioxidant superoxide dismutase enzyme (where, H2La-H2Lc = disulfide ligands bearing S-S bond, py = pyridine, ImH = imidazole). The disulfide ligands were synthesized by condensation reaction of 2-(2-(2-aminophenyl)disulfanyl)benzeneamine with 3-bromo-2-hydroxy-5-nitrobenzaldehyde; 5-bromo-2-hydroxybenzaldehyde and 3,5-dichloro-2-hydroxybenzaldehyde, respectively. All the compounds were characterized by various spectrometry methods. The molecular docking study was performed against penicillin binding protein 4 (PBP4) active site pocket and E. coli DNA Gyrase B ATPase domain to evaluate the possible mechanism of antibacterial property of disulfide ligands. The results revealed that H2La-H2Lc possess higher binding affinity for active site of PBP4 and Gyrase B ATPase domain. The present study also demonstrated that disulfide compounds have potential to inhibit the PBP4 and Gyrase B ATPase domain and can be developed as lead compounds. In addition, antioxidant superoxide dismutase (SOD) activity is also discussed of these complexes. The antioxidant superoxide measurements show that complexes behave as superoxide mimic in alkaline nitro blue tetrazolium chloride (NBT) assay.

Keywords

Dinuclear metal(II) complexes Antioxidant activities Disulfide Auxiliary ligands Pyridine Imidazole
Mohan, B., & Choudhary, M. (2021). Exploration of Theoretical and Antioxidant Mimetic Activities of Binuclear Copper(II) and Nickel(II) Coordination Complexes. Asian Journal of Chemistry, 33(9), 2191–2202. https://doi.org/10.14233/ajchem.2021.23339
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. H. Seko, K. Tsuge, A. Igashira-Kamiyama, T. Kawamoto and T. Konno, Chem. Commun., 46, 1962 (2010); https://doi.org/10.1039/B913989C
  2. C. Belle, W. Rammal and J.L. Pierre, J. Inorg. Biochem., 99, 1929 (2005); https://doi.org/10.1016/j.jinorgbio.2005.06.013
  3. T. Kawamoto, M. Nishiwaki, M. Nishijima, K. Nozaki, A. IgashiraKamiyama and T. Konno, Chem. Eur. J., 14, 9842 (2008); https://doi.org/10.1002/chem.200801614
  4. T. Osako, Y. Ueno, Y. Tachi and S. Itoh, Inorg. Chem., 42, 8087 (2003); https://doi.org/10.1021/ic034958h
  5. Y. Ueno, Y. Tachi and S. Itoh, J. Am. Chem. Soc., 124, 12428 (2002); https://doi.org/10.1021/ja027397m
  6. A.M. Thomas, B.L. Lin, E.C. Wasinger and T.D.P. Stack, J. Am. Chem. Soc., 135, 18912 (2013); https://doi.org/10.1021/ja409603m
  7. B.E. Kim, T. Nevitt and D.J. Thiele, Nat. Chem. Biol., 4, 176 (2008); https://doi.org/10.1038/nchembio.72
  8. P. Faller and C. Hureau, Dalton Trans., 1080 (2009); https://doi.org/10.1039/B813398K
  9. A. Rauk, Dalton Trans., 1273 (2008); https://doi.org/10.1039/b718601k
  10. G. Meloni, P. Faller and M. Vašak, J. Biol. Chem., 282, 16068 (2007); https://doi.org/10.1074/jbc.M701357200
  11. S. Bharti, M. Choudhary, B. Mohan, S.P. Rawat, S.R. Sharma and K. Ahmad, J. Mol. Struct., 1164, 137 (2018); https://doi.org/10.1016/j.molstruc.2018.03.041
  12. B. Mohan, A. Jana, N. Das, S. Bharti and M. Choudhary, J. Mol. Struct., 1171, 94 (2018); https://doi.org/10.1016/j.molstruc.2018.06.016
  13. S. Bharti, M. Choudhary and B. Mohan, J. Coord. Chem., 71, 284 (2018); https://doi.org/10.1080/00958972.2018.1424839
  14. R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher and M. Zeller, RSC Adv., 6, 107379 (2016); https://doi.org/10.1039/C6RA20367A
  15. Y.P. Singh, R.N. Patel, Y. Singh, R.J. Butcher, P.K. Vishakarma and R.K.B. Singh, Polyhedron, 122, 1 (2017); https://doi.org/10.1016/j.poly.2016.11.013
  16. R.N. Patel, D.K. Patel, K.K. Shukla and Y. Singh, J. Coord. Chem., 66, 4131 (2013); https://doi.org/10.1080/00958972.2013.862790
  17. A. Daina, O. Michielin and V. Zoete, Sci. Rep., 7, 42717 (2017); https://doi.org/10.1038/srep42717
  18. F.F. Bentley, L.D. Smithson and A.L. Rozek, Infrared Spectra and Characteristic Frequencies ~700-300 cm-1. A Collection of Spectra, Interpretation and Bibliography, Wiley & Sons: New York, Eds.: 1 (1968).
  19. J.L. Dahlin, J. Inglese and M.A. Walters, Nat. Rev. Drug Discov., 14, 279 (2015); https://doi.org/10.1038/nrd4578
  20. S. Tian, J. Wang, Y. Li, D. Li, L. Xu and T. Hou, Adv. Drug Deliv. Rev., 86, 2 (2015); https://doi.org/10.1016/j.addr.2015.01.009
  21. A. Daina and V. Zoete, ChemMedChem, 11, 1117 (2016); https://doi.org/10.1002/cmdc.201600182
  22. K. Nomiya, R. Noguchi, K. Ohsawa, K. Tsuda and M. Oda, J. Inorg. Biochem., 78, 363 (2000); https://doi.org/10.1016/S0162-0134(00)00065-9
  23. N.C. Kasuga, K. Sekino, C. Koumo, N. Shimada, M. Ishikawa and K. Nomiya, J. Inorg. Biochem., 84, 55 (2001); https://doi.org/10.1016/S0162-0134(00)00221-X
  24. E. Bermejo, R. Carballo, A. Castiñeiras, R. Domínguez, C. MaichleMössmer, J. Strähle and D.X. West, Polyhedron, 18, 3695 (1999); https://doi.org/10.1016/S0277-5387(99)00309-5
  25. Y.-H. Zhou, X.-W. Liu, L.-Q. Chen, S.-Q. Wang and Y. Cheng, Polyhedron, 117, 788 (2016); https://doi.org/10.1016/j.poly.2016.07.027
  26. Y.-H. Zhou, J. Tao, D.L. Sun, L.-Q. Chen, W.G. Jia and Y. Cheng, Polyhedron, 85, 849 (2015); https://doi.org/10.1016/j.poly.2014.10.010
  27. M. Choudhary, R.N. Patel and S.P. Rawat, J. Mol. Struct., 1070, 94 (2014); https://doi.org/10.1016/j.molstruc.2014.04.018
  28. M. Choudhary, R.N. Patel and S.P. Rawat, J. Mol. Struct., 1060, 197 (2014); https://doi.org/10.1016/j.molstruc.2013.12.043
  29. R.G. Bhirud and T.S. Srivastava, Inorg. Chim. Acta, 179, 125 (1991); https://doi.org/10.1016/S0020-1693(00)85383-9
  30. R.N. Patel, Y.P. Singh, Y. Singh and R.J. Butcher, Indian J. Chem., 54A, 1459 (2015).
  31. R.N. Patel, N. Singh, K.K. Shukla, V.L.N. Gundla and U.K. Chauhan, Spectrochim. Acta A Mol. Biomol. Spectrosc., 63A, 21 (2006); https://doi.org/10.1016/j.saa.2005.04.030
  32. R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher and J.P. Jasinski, Polyhedron, 129, 164 (2017); https://doi.org/10.1016/j.poly.2017.03.054
  33. R.N. Patel, Y.P. Singh, Y. Singh and B.J. Butcher, Polyhedron, 104, 116 (2016); https://doi.org/10.1016/j.poly.2015.11.042
  34. R.N. Patel, Y.P. Singh, Y. Singh, R.J. Butcher, M. Zeller, R.K.B. Singh and O. U-wang, J. Mol. Struct., 1136, 157 (2017); https://doi.org/10.1016/j.molstruc.2017.01.083
  35. Y.P. Singh, R.N. Patel, Y. Singh, D. Choquesillo-Lazarte and R.J. Butcher, Dalton Trans., 46, 2803 (2017); https://doi.org/10.1039/C6DT04661D
  36. I.A. Koval, P. Gamez, C. Belle, K. Selmeczi and K. Reedijk, Chem. Soc. Rev., 35, 814 (2006); https://doi.org/10.1039/b516250p
  37. Y. Li, Z.Y. Yang and J.C. Wu, Eur. J. Med. Chem., 45, 5692 (2010); https://doi.org/10.1016/j.ejmech.2010.09.025
  38. P.J. Hart, M.M. Balbirnie, N.L. Ogihara, A.M. Nersissian, M.S. Weiss, J.S. Valentine and D. Eisenberg, Biochemistry, 38, 2167 (1999); https://doi.org/10.1021/bi982284u
  39. L.M. Ellerby, D.E. Cabelli, J.A. Graden and J.S. Valentine, J. Am. Chem. Soc., 118, 6556 (1996); https://doi.org/10.1021/ja953845x
  40. U.L. Weser, M. Schubotz and E. Lengfelder, Eur. J. Mol. Catal., 13, 249 (1981); https://doi.org/10.1016/0304-5102(81)85025-0
  41. F. Kawai, T.B. Clarke, D.I. Roper, G.J. Han, K.Y. Hwang, S. Unzai, E. Obayashi, S.Y. Park and J.R. Tame, J. Mol. Biol., 396, 634 (2010); https://doi.org/10.1016/j.jmb.2009.11.055
  42. P. Panchaud, T. Bruyère, A.C. Blumstein, D. Bur, A. Chambovey, E.A. Ertel, M. Gude, C. Hubschwerlen, L. Jacob, T. Kimmerlin, T. Pfeifer, L. Prade, P. Seiler, D. Ritz and G. Rueedi, J. Med. Chem., 60, 3755 (2017); https://doi.org/10.1021/acs.jmedchem.6b01834
  43. B. Mohan, M. Choudhary, G. Kumar, S. Muhammad, N. Das, K. Singh, A.G. Al-Sehemi and S. Kumar, Synth. Commun., 50, 2199 (2020); https://doi.org/10.1080/00397911.2020.1771369
  44. I. Gaurav, T. Singh, A. Thakur, G. Kumar, P. Rathee, P. Kumari and K. Sweta, Curr. Pharm. Biotechnol., 21, 1674 (2020); https://doi.org/10.2174/1389201021666200702152000
  45. G. Kumar, P. Paliwal, N. Patnaik and R. Patnaik, J. Theor. Comput. Chem., 16, 1750042 (2017); https://doi.org/10.1142/S0219633617500420
  46. S. Kumar, G. Kumar and I.C. Shukla, SN Appl. Sci., 2, 1241 (2020); https://doi.org/10.1007/s42452-020-3067-7
  47. S. Kumar, G. Kumar, A.K. Tripathi, S. Seena and J. Koh, J. Mol. Struct., 1157, 292 (2018); https://doi.org/10.1016/j.molstruc.2017.12.067
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0