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

journal contribution
posted on 2023-06-09, 21:27 authored by Panayiotis V Ioannou, Rupert Purchase
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.

History

Publication status

  • Published

Journal

Main Group Chemistry

ISSN

1024-1221

Publisher

IOS Press

Issue

1

Volume

17

Page range

1-16

Department affiliated with

  • Chemistry Publications

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2020-08-17

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