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Biological Trace Element Research

, Volume 183, Issue 2, pp 396–401 | Cite as

A Spectroscopic Study of Interaction of Auricyanide with n-Acetylcysteine

  • Syed G. T. Kazimi
  • Mohammad S. IqbalEmail author
  • C. Frank ShawIII
Article

Abstract

Interaction of auricyanide, an important metabolite of anti-arthritic gold-based drug auranofin, was studied in vitro with a pharmacologically active ligand n-acetylcysteine with a view to understand reactivity of gold in vivo. Formation of reduction product aurocyanide occurred through mono- and di-n-acetylcysteine-substituted intermediates. The product and intermediates were identified and monitored spectrophotometrically and by electrospray ionization mass spectrometry. This study suggests successive substitution with n-acetylcysteine through trans effect. At equimolar concentrations of auricyanide and n-acetylcysteine, only mono-substituted mixed-ligand complex was formed. Substitution of the data obtained to various kinetic models suggested that the reaction orders are 0.6 in terms of n-acetylcysteine, 1.5 in terms of auricyanide, and 2 overall. The intermediates detected in this work may help to synthesize more effective and less toxic gold drugs.

Keywords

Auricyanide n-acetylcysteine Electrospray ionization mass spectroscopy (ESI-MS) Rheumatoid arthritis UV-vis spectroscopy 

Notes

Acknowledgements

SGTK thanks Higher Education Commission of Pakistan for the award of indigenous PhD scholarship.

Compliance with Ethical Standards

No animals, humans, or their materials were used in this work.

Conflict of Interest

The authors declare that they have no conflict of interest.

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Copyright information

© Springer Science+Business Media, LLC 2017
Corrected publication September/2017

Authors and Affiliations

  • Syed G. T. Kazimi
    • 1
  • Mohammad S. Iqbal
    • 2
    Email author
  • C. Frank ShawIII
    • 3
  1. 1.Department of ChemistryUniversity of SargodhaSargodhaPakistan
  2. 2.Department of ChemistryForman Christian CollegeLahorePakistan
  3. 3.Department of ChemistryIllinois State UniversityNormalUSA

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