Interaction of British Anti-Lewisite (BAL) with Copper(I) and Copper(II) compounds in conjunction with Wilson's disease

Ioannou, Panayiotis V and Purchase, Rupert (2018) Interaction of British Anti-Lewisite (BAL) with Copper(I) and Copper(II) compounds in conjunction with Wilson's disease. Main Group Chemistry, 17 (1). pp. 1-16. ISSN 1024-1221

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Abstract

The chemistry of British Anti-Lewisite (BAL) and copper in relation to the therapeutic action for the treatment of Wilson's disease was studied by reacting selected Cu(I) and Cu(II) compounds with a range of thiol compounds. Optimum conditions for the preparation of cuprous mercaptides, CuI-SR, from thiophenol, 3-mercapto-1,2-propanediol (MPDH), cysteine (CysH), and glutathione (GSH), were established. BAL displaced Cu(I) from CuI-MPD giving CuI2-BAL irrespective of stoichiometry, while from CuI-cys and CuI-SG, Cu-BAL were obtained. BAL passivated CuI-SPh. The direct reaction of BAL with either Cu(II) or Cu(I) gave insoluble amorphous solids assumed to be CuI2-(oxidized dimeric BAL) or CuI2-BAL, respectively, that could not be completely analyzed or solubilized under various conditions. Thus, the detection of elevated copper in the urine ofWilson's disease patients treated with BAL may not be directly due to the solubilization of endogenous copper by BAL. Cuprous mercaptides are easily autoxidized by attack ofO2 to CuI to give CuII probably as peroxo complexes.

Item Type: Article
Keywords: Wilson's disease, Copper(II), Copper(I), cuprous mercaptides, British Anti-Lewisite
Schools and Departments: School of Life Sciences > Chemistry
SWORD Depositor: Mx Elements Account
Depositing User: Mx Elements Account
Date Deposited: 17 Aug 2020 08:03
Last Modified: 24 Aug 2020 07:30
URI: http://sro.sussex.ac.uk/id/eprint/93107
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