Skip to main content
Log in

Study of the histamine copper(II) chloride complex catalytic activity

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

The histamine (His) copper(II) chloride complex Cu(His)Cl2 was synthesized. Its octahedral geometry was confirmed by spectroscopic and X-rays methods. The catalytic activities of the Cu(His)Cl2 complex and the in situ generated copper(II) complexes were evaluated in the oxidation of catechol to o-quinone under atmospheric oxygen. The oxidation rates depend on the nature of the ion salts. A kinetic study revealed that the Cu(His)Cl2 complex has the highest oxidation rate compared to the in situ-formed one.

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
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. E.E. Benarroch, Neurology 19, 1472 (2010)

    Article  Google Scholar 

  2. A. Apati, K. Paszty, Z. Erdei, K. Szebenyi, L. Homolya, B. Sarkadi, Mol. Cell. Endocrinol. 353, 57 (2012)

    Article  CAS  Google Scholar 

  3. D.G. Cooper, R.C. Young, G.J. Durant, C.R. Ganellin. Comprehensive medicinal chemistry, P.G. Jammes, J. B. Taylor, Eds., Pergamon: Oxford, UK. (1990)

  4. J.P. Barnes, Pulm. Pharmacol. Ther. 14, 329 (2001)

    Article  CAS  Google Scholar 

  5. R. Leurs, M.J. Smit, H. Timmerman, Pharmacol. Ther. 66, 413 (1995)

    Article  CAS  Google Scholar 

  6. L. Galoppin, C. Ponvert, Rev. Fr. Allergol. 37, 865 (1997)

    Google Scholar 

  7. O. Liam, A. Mubeccel, A. Cezmi, J. Allergy, Clin. Immunol. 128, 1153 (2011)

    Google Scholar 

  8. F. Jadidi-Niaragh, A. Mirshafiey, Neuropharmacology 59, 180 (2010)

    Article  CAS  Google Scholar 

  9. M. Gustiananda, A. Andreoni, L.C. Tabares, A.W. Tepper, L. Fortunato, T.J. Aartsma, G.W. Canters, Biosens. Bioelectron. 31, 419 (2012)

    Article  CAS  Google Scholar 

  10. M. Gillard, Ch. van der Perren, N. Moguilevsky, R. Massingham, P. Chatelain, Mol. Pharmacol. 61, 391 (2002)

    Article  CAS  Google Scholar 

  11. R.E. Brown, D.R. Stevens, H.L. Haas, Prog. Neurobiol. 63, 637 (2001)

    Article  CAS  Google Scholar 

  12. H. Nonaka, S. Otaki, E. Ohshima, M. Kono, H. Kaser, K. Ohta, H. Fukui, M. Ichimura, Eur. J. Pharmacol. 345, 111 (1998)

    Article  CAS  Google Scholar 

  13. M. Bruysters, H.H. Pertz, A. Teunissen, R.A. Bakker, M. Gillard, P. Chatelain, W. Schunack, H. Timmerman, R. Leurs, Eur. J. Pharmacol. 487, 55 (2004)

    Article  CAS  Google Scholar 

  14. M. Bruysters, A. Jongejan, M. Gillard, F. van de Manakker, R.A. Bakker, P. Chatelain, R. Leurs, Mol. Pharmacol. 67, 1045 (2005)

    Article  CAS  Google Scholar 

  15. A. Torreggiani, M. Tamba, S. Bonora, G. Fini, Biopolymers 72, 290 (2003)

    Article  CAS  Google Scholar 

  16. E.W. Wilson, M.H. Kasperian, R.B. Martin, J. Am. Chem. Soc. 92, 5365 (1970)

    Article  CAS  Google Scholar 

  17. M. Itabashi, K. Itoh, Bull. Chem. Soc. Jpn. 53, 3131 (1980)

    Article  CAS  Google Scholar 

  18. H. Sigel, R.B. Martin, Chem. Rev. 82, 385 (1982)

    Article  CAS  Google Scholar 

  19. B. Henry, J.C. Boubel, J.J. Delpuech, Inorg. Chem. 25, 623 (1986)

    Article  CAS  Google Scholar 

  20. I. Sovago, A. Gergely, Inorg. Chim. Acta 20, 27 (1976)

    Article  CAS  Google Scholar 

  21. I. Sovago, T. Kiss, A. Gergely, J. Chem. Soc. Dalton Trans. 8, 964 (1978)

    Article  Google Scholar 

  22. P. Drozdzewski, E. Kordon, E. Spectrochim, Acta A56, 2459 (2000)

    Google Scholar 

  23. P. Drozdzewski, E. Kordon, E. Spectrochim, Acta A56, 1299 (2000)

    Google Scholar 

  24. P. Drozdzewski, E. Kordon, Vib. Spectr. 24, 243 (2000)

    Article  CAS  Google Scholar 

  25. P.C. Chan, L. Kesner, Biol. Trace Elem. Res. 2, 159 (1980)

    Article  CAS  Google Scholar 

  26. R. Leurs, M.J. Smit, C.P. Tensen, A.M. Ter Laak, H. Timmermann, Biochem. Biophys. Res. Commun. 201, 295 (1994)

    Article  CAS  Google Scholar 

  27. E. Kimura, T. Koike, Y. Shimizu, M. Kodama, Inorg. Chem. 25, 2242 (1986)

    Article  CAS  Google Scholar 

  28. D. Mikulski, K. Basinski, A. Gasowska, R. Bregier-Jarzebowska, M. Molski, L. Lomozik, Polyhedron 31, 285 (2012)

    Article  CAS  Google Scholar 

  29. N. Sakagami, E. Kita, P. Kita, J. Wisniewska, S. Kaizaki, Polyhedron 18, 2001 (1998)

    Article  Google Scholar 

  30. E. Yareth Bivian-Castro, F. Cervantes-Lee, G. Mendoza-Diaz, Inorg. Chim. Acta 357, 349 (2004)

    Article  CAS  Google Scholar 

  31. J.J. Bonnet, Y. Jeannin, Acta Cryst. B26, 318 (1970)

    Article  Google Scholar 

  32. T. Nortia, Suomen Kemi. B32, 245 (1959)

    Google Scholar 

  33. G. Kastas, H. Pasaoglu, B. Karabulut, J. Mol. Struct. 1000, 39 (2011)

    Article  CAS  Google Scholar 

  34. G. Kastas, H. Pasaoglu, B. Karabulut, I. Bulut, Chem. Phys. Lett. 488, 162 (2010)

    Article  CAS  Google Scholar 

  35. G. Kastas, H. Pasaoglu, B. Karabulut, Polyhedron 30, 2599 (2011)

    Article  CAS  Google Scholar 

  36. M.R. Smith, Biodegradation 1, 191 (1990)

    Article  CAS  Google Scholar 

  37. J.D. Lipscomb, A.M. Orville, Met. Ions Biol. Syst. 28, 243 (1992)

    CAS  Google Scholar 

  38. M.A. Miller, J.D. Lipscomb, J. Biol. Chem. 271, 5524 (1996)

    Article  CAS  Google Scholar 

  39. K.D. Karlin, M.S. Nasir, B.I. Cohen, R.W. Cruse, S. Kaderli, A.D. Zuberbuïhler, J. Am. Chem. Soc. 116, 1324 (1994)

    Article  CAS  Google Scholar 

  40. Z. Tyeklar, R.R. Jacobson, N. Wei, N.N. Murthy, J. Zubieta, K.D. Karlin, J. Am. Chem. Soc. 115, 149 (1993)

    Article  Google Scholar 

  41. G.S. Huff, I.S. Doncheva, D.W. Brinkley, A.M. Angeles-Boza, A. Mukherjee, C.J. Cramer, J.P. Roth, Biochemistry 50, 7375 (2011)

    Article  CAS  Google Scholar 

  42. P.D. Southon, D.J. Price, P.K. Nielsen, C.J. McKenzie, C.J. Kepert, J. Am. Chem. Soc. 133, 10885 (2011)

    Article  CAS  Google Scholar 

  43. P. Chen, E.I. Solomon, Proc. Nat. Acad. Sci. 101, 13105 (2004)

    Article  CAS  Google Scholar 

  44. E.I. Solomon, R. Sarangi, J.S. Woertink, A.J. Augustine, J. Yoon, S. Ghosh, Acc. Chem. Res. 40, 581 (2007)

    Article  CAS  Google Scholar 

  45. A. Rompel, H. Fischer, D. Meiwes, K. Buïldt-Karentzopoulos, R. Dillinger, F. Tuczek, H. Witzel, B. Krebs, J. Biol. Inorg. Chem. 4, 56 (1999)

    Article  CAS  Google Scholar 

  46. M. Tremolieres, J.B. Bieth, Phytochemistry 23, 501 (1984)

    Article  CAS  Google Scholar 

  47. J. Kaizer, R. Csonka, G. Speier, M. Giorgi, M. Réglier, J. Mol. Catal. A. 235, 81 (2005)

    Article  CAS  Google Scholar 

  48. A. Mouadili, A. Attayibat, S. El Kadiri, S. Radi, R. Touzani, Appl. Catal. A-Gen. 454, 93 (2013)

    Article  CAS  Google Scholar 

  49. A. Mouadili, A. Zerrouki, L. Herrag, B. Hammouti, S. El Kadiri, R. Touzani, Res. Chem. Intermed. 38, 2427 (2012)

    Article  CAS  Google Scholar 

  50. I. Bouabdallah, R. Touzani, I. Zidane, A. Ramdani, Catal. Commun. 8, 707 (2007) (2012)

    Google Scholar 

  51. R. Saddik, F. Abrigach, N. Benchat, S. El Kadiri, B. Hammouti, R. Touzani, Res. Chem. Intermed. 38, 1987 (2012)

    Article  CAS  Google Scholar 

  52. R. Marion, N.M. Saleh, N. Le Poul, D. Floner, O. Lavastrec, F. Geneste, New J. Chem. 36, 1828 (2012)

    Article  CAS  Google Scholar 

  53. K.S. Banu, T. Chattopadhyay, A. Banerjee, S. Bhattachary, E. Zangrando, D. Das, J. Mol. Catal. A. 310, 34 (2009)

    Article  CAS  Google Scholar 

  54. M.R. Mendoza-Quijano, G. Ferrer-Sueta, M. Flores-Álamo, N. Aliaga-Alcalde, V. Gómez-Vidales, V.M. Ugalde-Saldivara, L. Gasque, Dalton Trans. 41, 4985 (2012)

    Article  CAS  Google Scholar 

  55. A. Altomare, M.C. Burla, M. Camalli, G. Cascarano, C. Giacovazzo, A. Guagliardi, A.G.G. Moliterni, G. Polidori, R. Spagna, J. Appl. Cryst. 32, 115 (1999)

    Article  CAS  Google Scholar 

  56. G.M. Sheldrick, Acta Cryst. A64, 112 (2008)

    Article  Google Scholar 

  57. L.J. Farrugia, J. Appl. Cryst. 32, 837 (1999)

    Article  CAS  Google Scholar 

  58. L. Calero, A. Vega, A.M. Garcia, E. Spodine, J. Manzur, J. Chil. Chem. Soc. 48, 2 (2003)

    Article  Google Scholar 

  59. Y. Toubi, R. Touzani, S. Radi, S. El Kadiri, J. Envir, Mater. Sci. 3, 328 (2012)

    CAS  Google Scholar 

  60. M.L. Glowka, Z. Galdecki, W. Kazimierczak, C. Maslinski, Acta Cryst. B36, 2148 (1980)

    Article  CAS  Google Scholar 

  61. B. Xerri, J.P. Flament, H. Petitjean, C. Berthomieu, D. Berthomieu, J. Phys. Chem. B 113, 15119 (2009)

    Article  CAS  Google Scholar 

  62. S. Materazzi, R. Curini, A. Gentili, G. Ascenzo, Thermochim. Acta 307, 45 (1997)

    Article  CAS  Google Scholar 

  63. L.J. Bellamy, The Infra-red Spectra of Complex Molecules, INC (John Wiley and Sons, New York, 1958), pp. 1–374

    Google Scholar 

Download references

Acknowledgments

This study was supported financially by the University of Tlemcen (Algeria) (Laboratory of Inorganic and Environment Chemistry). The authors thank sincerely Professor Pierre Dixneuf (Chemistry Sciences Laboratory of Rennes) for X-ray data acquisition.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to S. Louhibi.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Belfilali, I., Louhibi, S., Mahboub, R. et al. Study of the histamine copper(II) chloride complex catalytic activity. Res Chem Intermed 41, 1819–1831 (2015). https://doi.org/10.1007/s11164-013-1314-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-013-1314-x

Keywords

Navigation