Table of Contents
International Journal of Inorganic Chemistry
Volume 2014 (2014), Article ID 580232, 9 pages
http://dx.doi.org/10.1155/2014/580232
Research Article

Novel Low Spin Mixed Ligand Thiohydrazide Complexes of Iron(III): Synthesis, Spectral Characterization, Molecular Modeling, and Antibacterial Activity

1Department of Chemistry, Presidency University (Former Presidency College), Kolkata 700073, India
2Department of Chemistry, Calcutta University College of Science and Technology, Kolkata 700009, India
3Pacific Northwest National Laboratory, 902 Battelle Boulevard, Richland, WA 99354, USA
4Department of Polymer Science and Technology, Calcutta University College of Science and Technology, Kolkata 700009, India

Received 13 June 2014; Revised 12 August 2014; Accepted 15 August 2014; Published 17 September 2014

Academic Editor: Maurizio Peruzzini

Copyright © 2014 Dolan Sengupta et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. M. J. M. Campbell, “Transition metal complexes of thiosemicarbazide and thiosemicarbazones,” Coordination Chemistry Reviews, vol. 15, pp. 279–319, 1975. View at Publisher · View at Google Scholar
  2. S. Padhye and G. B. Kauffman, “Transition metal complexes of semicarbazones and thiosemicarbazones,” Coordination Chemistry Reviews, vol. 63, pp. 127–160, 1985. View at Google Scholar
  3. D. X. West, S. B. Padhye, and P. B. Sonawane, “Structural and physical correlations in the biological properties of transition metal heterocyclic thiosemicarbazone and S-alkyldithiocarbazate complexes,” in Complex Chemistry, vol. 76 of Structure and Bonding, pp. 1–50, 1991. View at Publisher · View at Google Scholar
  4. D. X. West, A. E. Liberta, S. B. Padhye et al., “Thiosemicarbazone complexes of copper(II): structural and biological studies,” Coordination Chemistry Reviews, vol. 123, no. 1-2, pp. 49–71, 1993. View at Publisher · View at Google Scholar · View at Scopus
  5. J. S. Casas, M. S. Garcia-Tasende, and J. Sordo, “Main group metal complexes of semicarbazones and thiosemicarbazones. A structural review,” Coordination Chemistry Reviews, vol. 209, pp. 197–201, 2000. View at Publisher · View at Google Scholar
  6. A. A. El-Asmy, N. M. El-Metwally, and G. A. Al-Hazmi, “Chelation and analytical application of thiosemicarbazides toward Platinum(IV) ions,” Transition Metal Chemistry, vol. 31, no. 5, pp. 673–688, 2006. View at Publisher · View at Google Scholar
  7. M. T. Martinez Aguilar and J. M. Cano Pavon, “2-benzoylpyridine-4-phenyl-3-thiosemicarbazone as an analytical reagent for spectrophotometric determination of iron,” Mikrochimica Acta, vol. 68, no. 5-6, pp. 631–637, 1977. View at Publisher · View at Google Scholar · View at Scopus
  8. N. Uehara, K. Morimoto, and Y. Shijo, “Separation and determination of metal ions as picolinaldehyde 4-Phenyl-3-thiosemicarbazone chelates by reversed-phase high-performance liquid chromatography,” The Analyst, vol. 117, no. 6, pp. 977–979, 1992. View at Publisher · View at Google Scholar · View at Scopus
  9. M. Y. Khuhawar and G. M. Arain, “Liquid chromatographic determination of vanadium in petroleum oils and mineral ore samples using 2-acetylpyridne-4-phenyl-3-thiosemicarbazone as derivatizing reagent,” Talanta, vol. 68, no. 3, pp. 535–541, 2006. View at Publisher · View at Google Scholar · View at Scopus
  10. A. P. Nair and C. Jeyasulan, “Spectrophotometric dteremination of Cu(II) and Ni(II) using 4-phenyl-3-thiosemicarbazone of 2-hydroxy-4-n-propoxy-5-bromoacetophenone (HnPBAPT) as analytical reagent,” American International Journal of Research in Formal, Applied & Natural Sciences, vol. 3, pp. 46–50, 2013. View at Google Scholar
  11. H. Beraldo and D. Gambino, “Wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes,” Mini Reviews in Medicinal Chemistry, vol. 4, pp. 159–165, 2004. View at Google Scholar
  12. V. Raj, V. Kumar, and S. Kumar, “Review on CNS activity of thiosemicarbazone derivatives,” International Journal of Pharmacy and Integrated Life Sciences, vol. 1, pp. 30–45, 2013. View at Google Scholar
  13. D. J. Bauer, L. St. Vincent, C. H. Kempe, and A. W. Downe, “In England now,” The Lancet, vol. 281, no. 7279, pp. 494–495, 1963. View at Publisher · View at Google Scholar
  14. T. Rosu, E. Pahontu, S. Pasculescu et al., “Synthesis, characterization antibacterial and antiproliferative activity of novel Cu(II) and Pd(II) complexes with 2-hydroxy-8-R-tricyclo[7.3.1.0.2,7]tridecane-13-one thiosemicarbazone,” European Journal of Medicinal Chemistry, vol. 45, no. 4, pp. 1627–1634, 2010. View at Publisher · View at Google Scholar · View at Scopus
  15. E. W. Y. Tido, E. J. M. Vertelman, A. Meetsma, and P. J. van Koningsbruggen, “Crystal structure and magnetic behaviour of a five-coordinate iron(III) complex of pyridoxal-4-methylthiosemicarbazone,” Inorganica Chimica Acta, vol. 360, no. 13, pp. 3896–3902, 2007. View at Publisher · View at Google Scholar · View at Scopus
  16. J. P. Scovill, D. L. Klayman, and C. F. Franchino, “2-Acetylpyridine thiosemicarbazones. 4. Complexes with transition metals as antimalarial and antileukemic agents,” Journal of Medicinal Chemistry, vol. 25, no. 10, pp. 1261–1264, 1982. View at Publisher · View at Google Scholar · View at Scopus
  17. L. A. Saryan, K. Mailer, C. Krishnamurti, W. Antholine, and D. H. Petering, “Interaction of 2-formylpyridine thiosemicarbazonato copper (II) with ehrlich ascites tumor cells,” Biochemical Pharmacology, vol. 30, no. 12, pp. 1595–1604, 1981. View at Publisher · View at Google Scholar · View at Scopus
  18. L. A. Saryan, E. Ankel, C. Krishnamurti, D. H. Petering, and H. Elford, “Comparative cytotoxic and biochemical effects of ligands and metal complexes of α-N-heterocyclic carboxaldehyde thiosemicarbazones,” Journal of Medicinal Chemistry, vol. 22, no. 10, pp. 1218–1221, 1979. View at Publisher · View at Google Scholar · View at Scopus
  19. M. X. Li, J. Zhou, H. Zhao, C.-L. Chen, and J.-P. Wang, “Iron(III) complex of 2-acetylpyrazine thiosemicarbazone: synthesis, spectral characterization, structural studies and antitumoral activity,” Journal of Coordination Chemistry, vol. 62, no. 9, pp. 1423–1429, 2009. View at Publisher · View at Google Scholar
  20. P. Basak, S. Gangopadhyay, S. De, M. G. B. Drew, and P. K. Gangopadhyay, “Cobalt(III) complexes of some aromatic thiohydrazides—synthesis, characterization and structure,” Inorganica Chimica Acta, vol. 363, no. 7, pp. 1495–1499, 2010. View at Publisher · View at Google Scholar · View at Scopus
  21. M. K. Chaudhuri and S. K. Ghosh, “Notes. Novel synthesis of tris(acetylacetonato)iron(III),” Journal of the Chemical Society, Dalton Transactions, no. 4, pp. 839–840, 1983. View at Publisher · View at Google Scholar · View at Scopus
  22. S. Stoll and A. Schweiger, “EasySpin, a comprehensive software package for spectral simulation and analysis in EPR,” Journal of Magnetic Resonance, vol. 178, no. 1, pp. 42–55, 2006. View at Publisher · View at Google Scholar · View at Scopus
  23. Brock Biology of Microorganisms, vol. 157, Prentice Hall, New York, NY, USA, 8th edition, 1997.
  24. S. K. Chattopadhyay and S. Ghosh, “A study of Ru(II) complexes of some selected NS donors,” Inorganica Chimica Acta, vol. 131, no. 1, pp. 15–20, 1987. View at Publisher · View at Google Scholar
  25. S. A. Richert, P. K. S. Tsang, and D. T. Sawyer, “Ligand-centered redox processes for manganese, iron and cobalt, MnL3, FeL3, and CoL3, complexes (L = acetylacetonate, 8-quinolinate, picolinate, 2,2'-bipyridyl, 1,10-phenanthroline) and for their tetrakis(2,6-dichlorophenyl)porphinato complexes[M(Por)],” Inorganic Chemistry, vol. 28, pp. 2471–2475, 1989. View at Publisher · View at Google Scholar
  26. J. García-Tojal, J. L. Pizarro, L. Lezama, M. I. Arriortua, and T. Rojo, “Spectroscopic and magnetic properties of the pyridine-2-carbaldehyde thiosemicarbazonateiron(III) complexes: [Fe(C7H7N4S)2] X·ηH2O (X = Cl, ClO4, NO3, PF6). Crystal structure of the hexafluorophosphate compound,” Inorganica Chimica Acta, vol. 278, no. 2, pp. 150–158, 1998. View at Publisher · View at Google Scholar · View at Scopus
  27. M. Cañadas, E. López-Torres, A. Martínez-Arias, M. Antonia Mendiola, and M. Teresa Sevilla, “Spectroscopic and electrochemical properties of nickel(II), iron(III) and cobalt(II) complexes with benzilbisthiosemicarbazone—importance of working conditions and the metal salt used in the final complex,” Polyhedron, vol. 19, no. 18-19, pp. 2059–2068, 2000. View at Publisher · View at Google Scholar · View at Scopus
  28. R. C. Chikate and S. B. Padhye, “Transition metal quinone-thiosemicarbazone complexes 3: Spectroscopic characterizations of spin-mixed iron (III) of naphthoquinone-thiosemicarbazones,” Spectrochimica Acta A: Molecular and Biomolecular Spectroscopy, vol. 66, no. 4-5, pp. 1091–1096, 2007. View at Publisher · View at Google Scholar · View at Scopus
  29. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, John Wiley & Sons, New York, NY, USA, 4th edition, 1986.
  30. C. P. S. Taylor, “The EPR of low spin heme complexes Relation of the τ2g hole model to the directional properties of the g tensor, and a new method for calculating the ligand field parameters,” Biochimica et Biophysica Acta (BBA)—Protein Structure, vol. 491, no. 1, pp. 137–149, 1977. View at Publisher · View at Google Scholar
  31. T. I. Bohan, “Analysis of low-spin ESR spectra of ferric heme proteins: a re examination,” Journal of Magnetic Resonance, vol. 26, no. 1, pp. 109–118, 1977. View at Google Scholar
  32. J. C. Noveron, R. Herradora, M. M. Olmstead, and P. K. Mascharak, “Low-spin iron(III) complexes with N,S coordination: Syntheses, structures, and properties of bis(N-2-mercaptophenyl-2′-pyridylmethyleniminato)iron(III) tetraphenylborate and bis(N-2-mercapto-2-methylpropyl-2′-pyridylmethyleniminato)iron(III) tetraphenylborate,” Inorganica Chimica Acta, vol. 285, no. 2, pp. 269–276, 1999. View at Publisher · View at Google Scholar · View at Scopus
  33. J. H. Tocher and J. P. Fackler Jr., “Electrochemical investigations of several transition metal tris(acetylacetonate) complexes,” Inorganica Chimica Acta, vol. 102, no. 2, pp. 211–215, 1985. View at Publisher · View at Google Scholar · View at Scopus
  34. L. D. Field, A. V. George, and T. W. Hambley, “Synthesis and structure of dichlorodi-[1,2-bis(dimethylphosphino)ethane]iron(III) tetrachloroferrate(III), [Fe(DMPE)2Cl2]+[FeCl4]-,” Polyhedron, vol. 9, no. 17, pp. 2139–2141, 1990. View at Publisher · View at Google Scholar · View at Scopus
  35. C. Bianchini, F. Laschi, D. Masi et al., “A family of stable iron(I) σ-alkynyl complexes. Synthesis, characterization, structure, and electron-transfer chemistry,” Journal of the American Chemical Society, vol. 115, no. 7, pp. 2723–2730, 1993. View at Publisher · View at Google Scholar · View at Scopus
  36. A. A. Jarzecki, A. D. Anbar, and T. G. Spiro, “DFT analysis of Fe(H2O)63+ and Fe(H2O)62+ structure and vibrations; implications for isotope fractionation,” The Journal of Physical Chemistry, vol. 108, no. 14, pp. 2726–2732, 2004. View at Google Scholar