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Thermal, spectral and biological investigation of new nickel complexes with imidazole derivatives

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Abstract

Four new Ni(II) complexes with acrylate and imidazole (Him) or imidazole derivatives [2-methylimidazole(2-MeIm)/5-methylimidazole(5-MeIm)/2-ethylimidazole(2-EtIm)] as ligands were prepared and characterized. All coordination compounds were characterized by elemental analysis, infrared (FTIR) and ultraviolet-visible-near-infrared (UV-Vis-NIR) spectroscopy, mass spectroscopy, magnetic moments measurements and thermal analysis (TG). The resulted complexes were formulated as follows: [Ni(HIm)2(acr)2] (1), [Ni(2-MeIm)2(acr)2(H2O)]·H2O (2), [Ni(5-MeIm)2(acr)2]·H2O· (3), [Ni(2-EtIm)2(acr)2(H2O)]·H2O (4). On the basis of magnetic moments measurements and on UV–Vis–NIR spectra, for all Ni(II) complexes was proposed an octahedral stereochemistry. Acrylate ions act as bidentate in complexes (1) and (3); meanwhile, in (2) and (4) they behave as bidentate and unidentate. Antimicrobial activity of complexes was investigated on ATCC reference and clinical microbial strains. The MIC (minimum inhibitory concentration) values revealed moderate antimicrobial activity of complex (1) against Enterococcus faecium and of complex (2) against Pseudomonas aeruginosa and Bacillus subtilis.

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References

  1. Singh N, Pandurangan A, Rana K, Anand P, Ahamad A, Tiwari AK. Benzimidazole: a short review of their antimicrobial activities. Int Curr Pharm J. 2012;1(5):119–27.

    Article  CAS  Google Scholar 

  2. Vlaicu ID, Olar R, Marinescu D, Lazar V, Badea M. Physico-chemical and thermal characterisation of new Co(II) complexes with pyrazole derivatives. J Therm Anal Calorim. 2013;113:1337–43.

    Article  CAS  Google Scholar 

  3. Vlaicu ID, Constand M, Olar R, Marinescu D, Grecu MN, Lazar V, Chifiriuc MC, Badea M. Thermal stability of new biologic active copper (II) complexes with 5,6-dimethylbenzimidazole. J Therm Anal Calorim. 2013;113:1369–77.

    Article  CAS  Google Scholar 

  4. Badea M, Vlaicu ID, Olar R, Constand M, Bleotu C, Chifiriuc MC, Măruţescu L, Lazar V, Grecu MN, Marinescu D. Thermal behaviour and characterisation of new biologically active Cu(II) complexes with benzimidazole as main ligand. J Therm Anal Calorim. 2014;118:1119–33.

    Article  CAS  Google Scholar 

  5. Olar R, Vlaicu ID, Chifiriuc MC, Bleotu C, Stănică N, Vasile Scăeţeanu G, Silvestro L, Dulea C, Badea M. Synthesis, thermal analysis and biological characterisation of some new nickel (II) complexes with unsaturated carboxylates and heterocyclic N-donor ligands. J Therm Anal Calorim. 2017;127:731–41.

    Article  CAS  Google Scholar 

  6. Olar R, Calu L, Badea M, Chifiriuc MC, Bleotu C, Velescu B, Stoica O, Ioniţă G, Stănică N, Silvestro L, Dulea C, Uivarosi V. Thermal behaviour of some biologically active species based on complexes with a triazolopyrimidine pharmacophore. J Therm Anal Calorim. 2017;127:685–96.

    Article  CAS  Google Scholar 

  7. Calu L, Badea M, Cerc Korošec R, Bukovec P, Daniliuc C, Chifiriuc MC, Măruţescu L, Ciulică C, Şerban G, Olar R. Thermal behaviour of some novel biological active complexes with a triazolopyrimidine pharmacophore. J Therm Anal Calorim. 2017;127:697–708.

    Article  CAS  Google Scholar 

  8. Narasimhan B, Sharma D, Kumar P. Biological importance of imidazole nucleus in new millenium. Med Res Chem. 2011;20:1119–40.

    Article  CAS  Google Scholar 

  9. Abdul-Ghani A-S, Abu-Kijleh L, Qazzaz M. Effect of bis(acetato)tetrakis(imidazole)copper(II) in delaying the onset and reducing the mortality rate of strychnine- and thiosemicarbazide-induced convulsions. Biol Trace Elem Res. 2004;101:87–95.

    Article  CAS  PubMed  Google Scholar 

  10. Abdul-Ghani A-S, Abu-Hijleh A-L, Nahas N, Amin R. Hypoglycemic effect of copper (II) acetate imidazole complexes. Biol Trace Elem Res. 1996;54:143–51.

    Article  CAS  PubMed  Google Scholar 

  11. Bolos CA, Papazisis KT, Kortsaris AH, Voyazi S, Zambouli D, Kyriakidis DA. Antiproliferative activity of mixed-ligand dien-Cu(II) complexes with thiazole, thiazoline and imidazole derivatives. J Inorg Biochem. 2002;88:25–36.

    Article  CAS  PubMed  Google Scholar 

  12. Sigel H. Ternary complexes in solution. 34. Discriminating and stability increasing properties of the imidazole moiety in mixed-ligand complexes. Inorg Chem. 1980;19:1411–3.

    Article  CAS  Google Scholar 

  13. Bernarducci EE, Bharadwaj PK, Lalancette RA, Korgh-Jesperson K, Potenza JA, Schugar MJ. Molecular structures, electronic spectra and ESR spectra of bis(4,4’5,5’-tetramethyl-2,2’-biimidazole)copper(II)dinitrate and bis(4,4’,5,5’-tetramethyl-2,2’ biimidazole)zinc(II)0.90copper0.90dinitrate. Inorg Chem. 1983;22:3911–20.

    Article  CAS  Google Scholar 

  14. Tabrizi L, McArdle P, Ektefan M, Chiniforoshan H. Synthesis, crystal structure, spectroscopic and biological properties of mixed ligands of cadmium (II), cobalt(II) and manganese (II) valproate with 1,10-phenanthroline and imidazole. Inorg Chim Acta. 2016;439:138–44.

    Article  CAS  Google Scholar 

  15. Jin S, Luo YT, Wang D, Shi J, Li SW, Shen SH, Xu YJ. Construction of five noncovalent-bonded supramolecules from reactions of cadmium (II) and zinc (II) with imidazole/benzimidazole and carboxylate ligands. Z Anorg Allg Chem. 2014;640(8–9):1717–26.

    Article  CAS  Google Scholar 

  16. Wang YY, Shi Q, Shi Q-Z, Gao Y-C, Zhou Z-Y. Syntheses, characterization and crystal structure of copper (II) α, β-unsaturated carboxylate complexes with imidazole. Polyhedron. 1999;18:2009–15.

    Article  Google Scholar 

  17. Hernandez J, Avila M, Jimenez-Vazquez HA, Duque J, Reguera E. Copper dimer with acetate-2-ethylimidazole as ligands. Synth React Inorg Met Org Chem. 2015;45(3):342–5.

    Article  CAS  Google Scholar 

  18. Wang YY, Zhou LJ, Shi Q, Shi QZ, Gao YC, Hou X. Novel trinuclear copper (II) complexes with α, β-unsaturated carboxylates and imidazole. Trans Met Chem. 2002;27:145–8.

    Article  CAS  Google Scholar 

  19. Xiong Z, Yuan P, Xie Z, Li G. Three transition-metal polymers from imidazole dicarboxylates-bearing methoxyphenyl groups: syntheses, crystal structures and properties. Supramol Chem. 2014;26(5–6):346–57.

    Article  CAS  Google Scholar 

  20. Sun Y-G, Guo M-Y, Xiong G, Ding F, Wang L, Jiang B. Hydrothermal synthesis, structure and photoluminiscence of four complexes based on 1H-imidazole-4,5-dicarboxylate or 1H-imidazole-2-carboxylate ligands. J Coord Chem. 2010;63(24):4188–200.

    Article  CAS  Google Scholar 

  21. Wang D-P, Chen Y-G, Wang H-Y, Zhang C-J, Tang Q. Syntheses, crystal structures and properties of four new coordination compounds of transition metals and imidazoledicarboxylic acid derivatives. J Coord Chem. 2011;64:2824–33.

    Article  CAS  Google Scholar 

  22. Wang F, Chen ZN, Li ZF, Li G. Syntheses, crystal structures and thermal properties of two complexes built by imidazole-based multi-carboxylate ligands. Russ J Coord Chem. 2015;41(8):510–7.

    Article  CAS  Google Scholar 

  23. Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds. New York: Wiley; 1986.

    Google Scholar 

  24. Morzyk-Ociepa B, Różycka-Sokołowska E, Michalska D. Revised crystal and molecular structure, FT-IR spectra and DFT studies of chlorotetrakis(imidazole)copper(II) chloride. J Mol Struct. 2012;1028:49–56.

    Article  CAS  Google Scholar 

  25. Oldham C. Carboxylates, squarates and related species. In: Wilkinson G, Gillard RD, McCleverty JA, editors. Comprehensive coordination chemistry. Oxford: Pergamon Press; 1987.

    Google Scholar 

  26. Deacon GB, Philips RJ. Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Coord Chem Rev. 1980;33:227–50.

    Article  CAS  Google Scholar 

  27. Agulló-Rueda F, Calleja JM, Martini M, Spinolo G, Cariati F. Raman and infrared spectra of transition metal halide hexahydrates. J Raman Spectrosc. 1987;18(7):485–91.

    Article  Google Scholar 

  28. Lever ABP. Inorganic electronic spectroscopy. Amsterdam: Elsevier; 1986.

    Google Scholar 

  29. König E. The Nephelauxetic effect. Calculation and accuracy of the interelectronic repulsion parameters I. Cubic high-spin d2, d3, d7 and d8 systems. Struct Bond. 1972;9:175–372.

    Article  Google Scholar 

  30. Sacconi L, Mani F, Bencini A. Nickel. In: Wilkinson G, Gillard RD, McCleverty JA, editors. Comprehensive coordination chemistry. Oxford: Pergamon Press; 1987.

    Google Scholar 

  31. Mahmoud WH, Deghadi RG, Mohamed GG. Preparation, geometric structure, molecular docking thermal and spectroscopic characterization of novel Schiff base ligand and its metal chelates. J Therm Anal Calorim. 2017;127:2149–71.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors thank to Mariana Carmen Chifiriuc from Faculty of Biology, University of Bucharest for the help with antimicrobial assay. I.D. Vlaicu acknowledges the financial support to the Sectorial Operational Programme Human Resources Development (SOP HRD), financed from the European Social Fund and by the Romanian Government under the contract number SOP HRD/107/1.5/S/82514. This work was partially supported by University of Bucharest.

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Correspondence to Mihaela Badea.

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Vlaicu, I.D., Olar, R., Scăeţeanu, G.V. et al. Thermal, spectral and biological investigation of new nickel complexes with imidazole derivatives. J Therm Anal Calorim 134, 503–512 (2018). https://doi.org/10.1007/s10973-018-7133-y

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  • DOI: https://doi.org/10.1007/s10973-018-7133-y

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