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Vol. 32 No. 11 (2020): Vol 32 Issue 11

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New Copper(II) Complexes of Pyridine-2-carboxaldehyde-N-(2-pyridyl)hydrazone and 2-Hydroxy-1-naphthaldehyde-semicarbazone: Synthesis, Characterization, DNA Binding and Antimicrobial Activity Studies

https://doi.org/10.14233/ajchem.2020.22827
Oinam U-wang
Department of Chemistry, Manipur University, Canchipur, Manipur-795003, India
Raj Kumar Bhubon Singh
Department of Chemistry, Manipur University, Canchipur, Manipur-795003, India
Usam Ibotomba Singh
Department of Chemistry, Manipur University, Canchipur, Manipur-795003, India
Thoudam Surchandra Singh
Department of Chemistry, Manipur University, Canchipur, Manipur-795003, India
Toka Swu
Department of Chemistry, Pondicherry University, Kalapet, Puducherry-605014, India
Ch. Brajakishore Singh
Department of Biotechnology, Institute of Bioresources and Sustainable Development, Imphal-795001, India
Ramina
Department of Chemistry, Manipur University, Canchipur, Manipur-795003, India

Corresponding Author(s) : Raj Kumar Bhubon Singh

bhubonsingh@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 11 (2020): Vol 32 Issue 11

Abstract

Two new copper(II) complexes of pyridine-2-carboxaldehyde-N-(2-pyridyl)hydrazone [Cu(PCPH)(H2O)2](NO3)(H2O)2 (1) and 2-hydroxy-1-naphthaldehyde-semicarbazone [Cu(II)(HNSC)H2O]·NO3·H2O (2) have been synthesized and characterized by spectroscopic techniques and single crystal X-ray diffraction study. Complex 1 crystallized as square pyramidal coordination complex in triclinic crystal system while complex 2 crystallized as square planar complex in monoclinic crystal system. EPR spectral patterns are of normal order of energy levels, i.e. x2-y2 >> z2 > xy > xz, yz, with partial covalent character. Both copper(II) complexes were found to be groove binding to calf-thymus DNA and showed activity against E. coli, S. aureus, B. cereus and E. faccium.

Keywords

Copper(II) Hydrazone Semicarbazone DNA binding
U-wang, O., Kumar Bhubon Singh, R., Ibotomba Singh, U., Singh, T. S., Swu, T., Brajakishore Singh, C., & Ramina, . (2020). New Copper(II) Complexes of Pyridine-2-carboxaldehyde-N-(2-pyridyl)hydrazone and 2-Hydroxy-1-naphthaldehyde-semicarbazone: Synthesis, Characterization, DNA Binding and Antimicrobial Activity Studies. Asian Journal of Chemistry, 32(11), 2783–2792. https://doi.org/10.14233/ajchem.2020.22827
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References
  1. S.D. Roughley and A.M. Jordan, J. Med. Chem., 54, 3451 (2011); https://doi.org/10.1021/jm200187y
  2. M. Aldeghi, S. Malhotra, D.L. Selwood and A.W.E. Chan, Chem. Biol. Drug Des., 83, 450 (2014); https://doi.org/10.1111/cbdd.12260
  3. T.J. Ritchie, S.J.F. Macdonald, R.J. Young and S.D. Pickett, Drug Discov. Today, 16, 164 (2011); https://doi.org/10.1016/j.drudis.2010.11.014
  4. T.J. Ritchie and S.J.F. Macdonald, Drug Discov. Today, 14, 1011 (2009); https://doi.org/10.1016/j.drudis.2009.07.014
  5. H.W. Boucher, G.H. Talbot, J.S. Bradley, J.E. Edwards, D. Gilbert, L.B. Rice, M. Scheld, B. Spellberg and J. Bartlett, Clin. Infect. Dis., 48, 1 (2009); https://doi.org/10.1086/595011
  6. F. Gao, P. Yang, J. Xie and H. Wang, J. lnorg. Biochem., 60, 61 (1995); https://doi.org/10.1016/0162-0134(95)00002-6
  7. S. Correia, P. Poeta, M. Hébraud, J.E. Capelo and G. Igrejas, J. Med. Microbiol., 66, 551 (2017); https://doi.org/10.1099/jmm.0.000475
  8. V. Uivarosi, Molecules, 18, 11153 (2013); https://doi.org/10.3390/molecules180911153
  9. M. Imran, J. Iqbal, S. Iqbal and N. Ijaz, Turk. J. Biol., 31, 67 (2007).
  10. W. Guerra, E. de Andrade Azevedo, A.R. de Souza Monteiro, M. Bucciarelli-Rodriguez, E. Chartone-Souza, A.M.A. Nascimento, A.P.S. Fontes, L. Le Moyec and E.C. Pereira-Maia, J. Inorg. Biochem., 99, 2348 (2005); https://doi.org/10.1016/j.jinorgbio.2005.09.001
  11. R. Rohs, I. Bloch, H. Sklenar and Z. Shakked, Nucleic Acids Res., 33, 7048 (2005); https://doi.org/10.1093/nar/gki1008
  12. A.-M. Stadler and J. Harrowfield, Inorg. Chim. Acta, 362, 4298 (2009); https://doi.org/10.1016/j.ica.2009.05.062
  13. M.J. Borah, R.K. Bhubon Singh, U.B. Sinha, T. Swu and P.J. Borah, J. Chem. Crystallogr., 42, 67 (2012); https://doi.org/10.1007/s10870-011-0205-5
  14. W.B. Devi, R.K.B. Singh, J.P. Jasinski and J.A. Golen, Inorg. Chem. Commun., 21, 163 (2012); https://doi.org/10.1016/j.inoche.2012.05.006
  15. U.I. Singh, R.K. Bhubon Singh, M.J. Borah, J.P. Jasinski and J.A. Golen, J. Struct. Chem., 54, 116 (2013); https://doi.org/10.1134/S0022476613010162
  16. M. Nandy, D.L. Hughes, G.M. Rosair, R.K.B. Singh and S. Mitra, J. Coord. Chem., 67, 3335 (2014); https://doi.org/10.1080/00958972.2014.964697
  17. R.K.B. Devi, S.P. Devi, R.K.B. Singh, R.K.H. Singh, T. Swu, W.R. Devi and C.H.B. Singh, J. Coord. Chem., 67, 891 (2014); https://doi.org/10.1080/00958972.2014.902449
  18. N. Shantibala Devi, L. Jaideva Singh, S. Pramodini Devi, R.K. Bhubon Singh, R.K. Hemakumar Singh, B. Rajeswari and R.M. Kadam, J. Mol. Struct., 1076, 411 (2014); https://doi.org/10.1016/j.molstruc.2014.08.005
  19. 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
  20. O. U-Wang, R.B. Singh, W.B. Devi, U.I. Singh, R.B. Devi, O.B. Devi, R. Shahani and T. Swu, Inorg. Nano-Met. Chem., 49, 363 (2019); https://doi.org/10.1080/24701556.2019.1661457
  21. Agilent Technologies, CrysAlisPro, version 1.171.36.21; CrisAlis 171. Net, 10 Mead Road, Oxford Industrial Park, Yarnton, Oxfordshire, U.K. (2012).
  22. G.M. Sheldrick, Acta Crystallogr. A, 64A, 112 (2008); https://doi.org/10.1107/S0108767307043930
  23. O.V. Dolomanov, L.J. Bourhis, R.J. Gildea, J.A.K. Howard and H. Puschmann, J. Appl. Cryst., 42, 339 (2009); https://doi.org/10.1107/S0021889808042726
  24. D. Kivelson and R. Neiman, J. Chem. Phys., 35, 149 (1961); https://doi.org/10.1063/1.1731880
  25. I.M. Procter, B.J. Hathaway and P. Nicholls, J. Chem. Soc. A, 1678 (1968); https://doi.org/10.1039/j19680001678
  26. J.R. Wasson and C. Trapp, J. Phys. Chem., 73, 3763 (1969); https://doi.org/10.1021/j100845a034
  27. A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn and G.C. Verschoor, J. Chem. Soc., Dalton Trans., 1349 (1984); https://doi.org/10.1039/DT9840001349
  28. M.E. Reichmann, S.A. Rice, C.A. Thomas and P.A. Doty, J. Am. Chem. Soc., 76, 3047 (1954); https://doi.org/10.1021/ja01640a067
  29. J. Marmur, J. Mol. Biol., 3, 208 (1961); https://doi.org/10.1016/S0022-2836(61)80047-8
  30. A. Wolfe, G.H. Shimer Jr. and T. Meehan, Biochemistry, 26, 6392 (1987); https://doi.org/10.1021/bi00394a013
  31. J.B. LePecq and C. Paoletti, J. Mol. Biol., 27, 87 (1967); https://doi.org/10.1016/0022-2836(67)90353-1
  32. J. Liu, T. Zhang, T. Lu, L. Qu, H. Zhou, Q. Zhang and L. Ji, J. Inorg. Biochem., 91, 269 (2002); https://doi.org/10.1016/S0162-0134(02)00441-5
  33. M. Lee, A.L. Rhodes, M.D. Wyatt, S. Forrow and J.A. Hartley, Biochemistry, 32, 4237 (1993); https://doi.org/10.1021/bi00067a011
  34. J.R. Lakowicz and G. Weber, Biochemistry, 12, 4161 (1973); https://doi.org/10.1021/bi00745a020
  35. Y. Li, Y. Wu, J. Zhao and P. Yang, J. Inorg. Biochem., 101, 283 (2007); https://doi.org/10.1016/j.jinorgbio.2006.10.004
  36. W.D. Wilson, L. Ratmeyer, M. Zhao, L. Strekowski and D. Boykin, Biochemistry, 32, 4098 (1993); https://doi.org/10.1021/bi00066a035
  37. B.C. Baguley and M. Le Bret, Biochemistry, 23, 937 (1984); https://doi.org/10.1021/bi00300a022
  38. D.L. Boger, B.E. Fink, S.R. Brunette, W.C. Tse and M.P. Hedrick, J. Am. Chem. Soc., 123, 5878 (2001); https://doi.org/10.1021/ja010041a
  39. C. Perez, M. Pauli and P. Bazerque, Acta Biol. Med. Exp., 15, 113 (1990).
  40. V. Kuete, D.C. Fozing, W.F.G.D. Kapche, A.T. Mbaveng, J.R. Kuiate, B.T. Ngadjui and B.M. Abegaz, J. Ethnopharmacol., 124, 551 (2009); https://doi.org/10.1016/j.jep.2009.05.004
  41. J.R. Zgoda and J.R. Porter, Pharm. Biol., 39, 221 (2001); https://doi.org/10.1076/phbi.39.3.221.5934
  42. V. Kuete, B. Ngameni, C.C.F. Simo, R.K. Tankeu, B.T. Ngadjui, J.J.M. Meyer, N. Lall and J.R. Kuiate, J. Ethnopharmacol., 120, 17 (2008); https://doi.org/10.1016/j.jep.2008.07.026
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