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Chelation therapy for methylmercury(II) poisoning. Synthesis and determination of solubility properties of MeHg(II) complexes of thiol and dithiol antidotes
Authors:A P Arnold  A J Canty  P W Moors  G B Deacon
Affiliation:Chemistry Department, University of Tasmania, Hobart, Tasmania, Australia;Chemistry Department, Monash University, Clayton, Victoria, Australia
Abstract:Methylmercury(II) complexes of the most widely studied antidotes for mercury poisoning have been prepared, and both the water solubility and 1-octanol/water partition coefficients determined for these complexes and the L-cysteine complex. New complexes of N-acetyl-D,L-penicillamine, 2-mercaptosuccinic acid, meso-dimercaptosuccinic acid, and Unithiol have been synthesized and characterized, and are found to have the formulations MeHgSCMe2CH(NHCOMe)CO2H, MeHgSCH(CO2H)CH2CO2H, MeHgSCH(CO2H)CH(CO2H)SHgMe, and Na[MeHgSCH2CH-(SHgMe)CH2SO3], respectively. Trends in octanol/water partition coefficients are consistent with reported studies of the effectiveness of antidotes for MeHg(II) poisoning and redistribution of MeHg(II) on administration of antidotes, particularly for British anti-Lewisite, Unithiol, and meso-dimercaptosuccinic acid.
Keywords:BAL  British anti-Lewisite  CYS  L-cysteine  DMSA  MSA  2-mercaptosuccinic acid  NAP  L-penicillamine  PEN  D-penicillamine  UNI  2  3-dimercaptopropanesulfonate ion in Unithiol  e.g.  Address reprint requests to Dr. A J. Canty, Chemistry Department, University of Tasmania, Box 252C, G.P.O , Hobart, Tasmania, Australia.
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