Skip to main content
Log in

Nickel(II) complexes of thiosemicarbazones: synthesis, characterization, X-ray crystallographic studies and in vitro antitubercular and antimicrobial studies

  • Published:
Transition Metal Chemistry Aims and scope Submit manuscript

Abstract

Three nickel(II) thiosemicarbazone complexes have been synthesized and characterized by spectroscopic and physicochemical techniques. The molecular structures of two of the complexes have been determined by single-crystal X-ray diffraction studies. In both of these complexes, the nickel center is coordinated by two tridentate ligands in a meridional fashion using C=S, C=N and neutral hydroxyl OH donors. The ligand is bound to nickel in its thione form in all three complexes. The synthesized compounds were tested for antimicrobial activity against Gram-positive and Gram-negative bacteria and fungi. Additionally, all the compounds were screened for antituberculosis activity. Several complex/organism combinations returned an MIC value of 0.8 μg/mL or better, which is almost 8 times more active than the standard (streptomycin, 6.25 μg/mL).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Arguelles MCR, Silva ECL, Sanmartın J, Pelagatti P, Zani F (2005) J Inorg Biochem 99:2231–2239

    Article  Google Scholar 

  2. Hu WX, Zhou W, Xia C, Wen X (2006) Bioorg Med Chem Lett 16:2213–2218

    Article  CAS  Google Scholar 

  3. Afrasiabi Z, Sinn E, Padhye S, Dutta S, Newton C, Anson CE, Powell AK (2003) J Inorg Biochem 95:306–314

    Article  CAS  Google Scholar 

  4. Bal T, Atasever B, Solakoglu Z, Kuruca SE, Ulkuseven B (2007) Eur J Med Chem 42:161–167

    Article  CAS  Google Scholar 

  5. Basuli F, Peng SM, Bhattacharya S (1997) Inorg Chem 36:5645–5647

    Article  CAS  Google Scholar 

  6. Pal I, Basuli F, Mak TCW, Bhattacharya S (2001) Angew Chem 40:2923–2925

    Article  CAS  Google Scholar 

  7. Fostiak LM, Gracia I, Swearinger JK, Bermejo E, Castineivas A, West DX (2003) Polyhedron 22:83–92

    Article  CAS  Google Scholar 

  8. Ze-Hua L, Chun-Ying D, Ji-Hui L, Young-Jiang L, Yu-Hua M, Xiao-Zeng Y (2000) New J Chem 24:1057–1062

    Article  Google Scholar 

  9. Novakovi SB, Bogdanovic GA, Leovac VM (2005) Inorg Chem Commun 8:9–13

    Article  Google Scholar 

  10. Iakovidou Z, Mioglou E, Mourelatos D, Kotsis A, Demertzis MA, Papagoergiou A, Miller JR, Kovala-Demertzi D (2001) Anticancer Drugs 12:65–70

    Article  CAS  Google Scholar 

  11. Kovala-Demertzi D, Demertzis MA, Miller JR, Papadopoulou C, Dodorou C, Filousis G (2001) J Inorg Biochem 86:555–563

    Article  CAS  Google Scholar 

  12. Andrews RK, Blakeley RL, Zerner B (1988) In: Sigel H, Sigel A (eds) Metal ions in biological systems. Marcel Dekker, New York

    Google Scholar 

  13. Halcrow MA, Christou G (1994) Chem Rev 94:2421–2481

    Article  CAS  Google Scholar 

  14. Kasuga NC, Sekino K, Koumo C, Shimada N, Ishikawa M, Nomiya K (2001) J Inorg Biochem 84:55–65

    Article  CAS  Google Scholar 

  15. Shawish HB, Paydar M, Looi CY, Wong YL, Movahed E, Halim SNA, Wong WF, Mustafa MR, Maah MJ (2014) Transit Met Chem 39:81–94

    Article  CAS  Google Scholar 

  16. Bottari B, Maccari R, Monforte F, Ottana R, Vigorita MG, Bruno G, Nicolo F, Rotondo A, Rotondo E (2001) Bioorg Med Chem 9:2203–2211

    Article  CAS  Google Scholar 

  17. Para A, Klisiewicz-Panszczyk T, Jurek I (2001) Acta Pol Pharm 58:405–408

    CAS  Google Scholar 

  18. Sen AK, Gupta SK (1962) J Indian Chem Soc 39:628–634

    CAS  Google Scholar 

  19. Cooper RI, Thompson AL, Watkin DJ (2010) J Appl Cryst 43:1100–1107

    Article  CAS  Google Scholar 

  20. Betteridge PW, Carruthers JR, Cooper RI, Prout K, Watkin DJ (2003) J Appl Cryst 36:1487

    Article  CAS  Google Scholar 

  21. Watkin DJ, Prout CK, Pearce LJ (1996) CAMERON. Chemical Crystallography Laboratory, Oxford

    Google Scholar 

  22. Burnett MN, Johnson CK (1996) ORTEP-III: Oak Ridge thermal ellipsoid plot program for crystal structure illustrations. Oak Ridge National Laboratory Report ORNL-6895

  23. Lourenco MCS, de Souza MVN, Pinheiro AC, Ferreira ML, Goncalves RSB, Nogueira TCM, Peraltab MA (2007) Arkivoc 15:181–191

    Article  Google Scholar 

  24. Schwalbe R, Steele-Moore L, Goodwin AC (2007) Antimicrobial susceptibility testing protocols. CRC Press, New York

    Book  Google Scholar 

  25. Naik AD, Annigeri SM, Gangadharmath UB, Revankar VK, Mahale VB (2002) J Mol Struct 616:119–127

    Article  CAS  Google Scholar 

  26. Prabhakaran R, Kalaivani P, Poornima P, Dallemer F, Paramaguru G, Vijaya Padma V, Renganathan R, Huang R, Natarajan K (2012) Dalton Trans 41:9323–9336

    Article  CAS  Google Scholar 

  27. West DX, Nasar AA (1999) Transit Met Chem 24:617–621

    Article  CAS  Google Scholar 

  28. Lever ABP (1984) Inorganic electronic spectroscopy, 2nd edn. Elsevier, Amsterdam

    Google Scholar 

  29. Campbell MJM (1975) Coord Chem Rev 15:279–319

    Article  CAS  Google Scholar 

  30. Afrasiabi Z, Sinn E, Lin W, Ma Y, Campana C (2005) Padhye S J Inorg Biochem 99:1526–1531

    Article  CAS  Google Scholar 

  31. Leovac VM, Markovi S, Divjakovi V, Szecsenyi KM, Joksovi MD, Lebanc I (2008) Acta Chim Slov 55:850–860

    CAS  Google Scholar 

Download references

Acknowledgments

The authors thank USIC, Karnatak University, Dharwad, for providing spectral facilities. One of the authors (Sandeep P. Netalkar) is thankful to Department of Science and Technology for providing financial assistance under INSPIRE fellowship program.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Vidyanand K. Revankar.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (CDX 13 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Netalkar, P.P., Netalkar, S.P. & Revankar, V.K. Nickel(II) complexes of thiosemicarbazones: synthesis, characterization, X-ray crystallographic studies and in vitro antitubercular and antimicrobial studies. Transition Met Chem 39, 519–526 (2014). https://doi.org/10.1007/s11243-014-9827-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11243-014-9827-8

Keywords

Navigation