Skip to main content
Log in

4-Aminoantipyrine-based Schiff-base transition metal complexes as potent anticonvulsant agents

  • Original Research
  • Published:
Medicinal Chemistry Research Aims and scope Submit manuscript

Abstract

Metal complexes of Co(II), Ni(II), Cu(II), and Zn(II) with ligands (L1H and L2) derived from 4-aminoantipyrine, 2-hydroxy-3-formylquinoline, and isatin were synthesized and characterized by the elemental analysis, conductance measurements, magnetic susceptibility, and spectral analysis. The spectral data revealed that the ligands acted as a neutral tridentate, coordinating to the metal ion through the azomethine nitrogen, phenolic oxygen, and carbonyl oxygen of the 4-aminoantipyrine, 2-hydroxy-3-formylquinoline, and isatin molecule in ligands L1H and L2 only. Both the ligands and their metal complexes were studied for cyclic voltammetry studies. The ligand and the metal complexes were screened for their anticonvulsant activity, and it has been observed that the metal complexes are more potent than the ligands.

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

Similar content being viewed by others

References

  • Al-Soud YA, Al-Masoudi NA, Ferwanah Ael R (2003) Synthesis and properties of new substituted 1,2,4-triazoles: potential antitumor agents. Bioorg Med Chem 11:1701

    Article  PubMed  CAS  Google Scholar 

  • Choi YK, Chjo KH, Park SM, Doddapaneni N (1995) Oxygen reduction at Co(II)2-disalophen modified carbon electrodes. J Electrochem Soc 142:4107

    Article  CAS  Google Scholar 

  • Geary WJ (1971) The use of conductivity measurements in organic solvents for the characterisation of coordination compounds. Coord Chem Rev 7:81

    Article  CAS  Google Scholar 

  • Guofa L, Chowngwu N, Bin L, Kunyuan M (1990) Complexes of lanthanide nitrates with a Schiff base derived from o-vanillin and p-toluidine. Polyhedron 9:2019

    Article  Google Scholar 

  • Katia B, Simon L, Anne R, Gerard C, Francoise D, Bernard M (1996) Synthesis and characterization of chiral Schiff base complexes with diiminobinapthyl or diiminocyclohexyl moieties as potential enantioselective epoxidation catalysts. Inorg Chem 35:387

    Article  Google Scholar 

  • Kulkarni SK (1981) Actions of clonidine on convulsions and behavior. Arch Int Pharmacodyn 252:124

    PubMed  CAS  Google Scholar 

  • Leppik IE (1994) Antiepileptic drugs in development: prospects for the near future. Epilepsia 35:29

    Article  Google Scholar 

  • Loscher W (1998) New visions in the pharmacology of anticonvulsion. Eur J Pharmacol 1:342

    Google Scholar 

  • Meth-Cohn O, Narine B (1978) A versatile new synthesis of quinolines, thienopyridines and related fused pyridines. Tetrahedron Lett 19:2045–2048

    Google Scholar 

  • Punniyamurthy T, Kalra SJS, Iqbal J (1995) Cobalt(II) catalyzed biomimetic oxidation of hydrocarbons in the presence of dioxygen and 2-methylpropanal. Tetrahedron Lett 36:8497

    Article  CAS  Google Scholar 

  • Sengupta AK, Gupta AA (1982) Synthesis of some 4-(1,5-disubstituted-2-oxoindolinyldeneimino)-2,3-dimethyl-1-phenyl-∆3-pyrazoline-5-ones as possible pesticides. Ind J Chem 21B:72

    CAS  Google Scholar 

  • Thompson KH, Orvig C (2006) Metal complexes in medicinal chemistry: new vistas and challenges in drug design. J Chem Soc Dalton Trans 6:761

    Google Scholar 

  • Timerbaev AR, Hartinger CG, Aleksenko SS, Keppler BK (2006) Interactions of antitumor metallodrugs with serum proteins: Advances in characterization using modern analytical methodology. Chem Rev 106:2224

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank the Department of Chemistry and USIC, the Karnatak University, Dharwad for providing research and spectral facilities. Facilities provided for recordings of FAB mass spectra (by the CDRI, Lucknow) and EPR spectra (by the IIT Bombay) are gratefully acknowledged. Further, the authors thank the UGC and the Karnatak University for providing research fellowships.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Vidyanand K. Revankar.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kurdekar, G.S., Sathisha, M.P., Budagumpi, S. et al. 4-Aminoantipyrine-based Schiff-base transition metal complexes as potent anticonvulsant agents. Med Chem Res 21, 2273–2279 (2012). https://doi.org/10.1007/s00044-011-9749-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00044-011-9749-3

Keywords

Navigation