Comparison of rac- and meso-2,3-dimercaptosuccinic acids for chelation of mercury and cadmium using chemical speciation models

Chemical Research in Toxicology

Volumn 9, Issue 1, 1996, Pages 284-290

  Fang, Xiaojun ^a,b   Hua, Fengmei ^b   Fernando, Quintus ^a  

^a University of Arizona   (United States)

^b UNIVERSITY OF ARIZONA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CADMIUM; CHELATE; EDETIC ACID; MERCURY; MONOMER; SUCCIMER;

AQUEOUS SOLUTION; ARTICLE; CADMIUM POISONING; CHELATION THERAPY; COMPLEX FORMATION; COMPUTER SIMULATION; DIASTEREOISOMER; DRUG EFFICACY; MERCURIALISM; MODEL; PH; POTENTIOMETRIC TITRATION; STEREOISOMERISM;

CADMIUM; CHELATING AGENTS; CHELATION THERAPY; EDETIC ACID; HYDROGEN-ION CONCENTRATION; MERCURY; MODELS, CHEMICAL; POTENTIOMETRY; STEREOISOMERISM; SUCCIMER; TITRIMETRY;

EID: 0030051959     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950096o     Document Type: Article

References (25)

1. Planas-Bohne, F. (1981) The influence of chelating agents on the distribution and biotransformation of methylmercuric chloride in rats. J. Pharmacol. Exp. Ther. 217, 500-504.
2. Kostyniak, P. J. (1982) Mobilization and removal of methylmercury in the dog during extracorporeal complexing hemodialysis with 2,3-dimercaptosuccinic acid (DMSA). J. Pharmacol. Exp. Ther 221, 63-68.
3. Friberg, L., Elinder, C. G., Kjellstrom, T., and Nordberg, G. F. (1986) Cadmium and Health, CRC Press, Boca Raton, FL.
4. 109Cd in rats. Arch. Environ. Health 18, 307-310.
5. Eybl, V., Sykora, J., Koutensky, J., Caisova, D., Schwartz, A., and Mertl, F. (1984) Interaction of chelating agents with cadmium in mice and rats. Environ. Health. Perspect. 54, 267-73.
6. Jones, D. C., Smith, G. L., May, P. M., and Williams, D. R. (1984) Assessment of pharmaceutical agents for removing cadmium, from humans using chemical speciation models. Inorg. Chim. Acta 93, 93-100.
7. Fang, X., and Fernando, Q. (1995) Stereoisomeric selectivity of 2,3-dimercaptosuccinic acids in chelation therapy for lead poisoning. Chem. Res. Toxicol. 8, 525-536.
8. Egorova, L. G., Okonishnikova, I. E., Nirenburg, V. L., and Postovskii, I. Y. (1972) Complex formation of certain metals with dimercaptosuccinic acid stereoisomer. Khim. Farmat. Zhur. 6, 14-16.
9. Okonishnikova, I. E. (1970) The comparative antidotal potency of stereoisomeric dimercaptosuccinic acids in mercury poisoning. Gig. Tr. Prof. Zabol. 14, 18-22.
10. Okonishnikova, I. E. (1971) The effect of steric isomers of dimercaptosuccinic acid on the elimination of some heavy metals from body. Gig. Tr. Prof. Zabol. 15, 50-52.
11. Fang, X., and Fernando, Q. (1994) Synthesis, structure, and properties of rac-2,3-dimercaptosuccinic acid, a potentially useful chelating agent for toxic metals. Chem. Res. Toxicol. 7, 148-156.
12. Martell, A. E., and Motekaitis, R. J. (1988) Determination and Use of Stability Constants, VCH Publishers, New York, NY.
13. Meites, L., Ed. (1963) Handbook of Analytical Chemistry, Section 3, pp 3-95, McGraw-Hill Book Co, Inc., New York, NY.
14. NIST Critical Stability Constants of Metal Complexes Database, Version 1.0, NIST Standards Reference Database 46, Gaithersburg, MD.
15. Casas, J. S., and Jones, M. M. (1980) Mercury(II) complexes with sulfhydryl containing chelating agents: stability constant inconsistencies and their resolution. J. Inorg. Nucl. Chem. 42, 99-102.
16. Kostygov, N M. (1958) The antidotal action of mercaptosuccinic acid and Unithiol against mercury. Farmakologiia i Toksikologiia 21, 64-69.
17. Ting, K. S., Liang, Y. I., Shi, J., Chen, W., and Gu, T., et al. (1965) Chelate Stability of sodium dimercaptosuccinate on the intoxication from many metals. Chinese Medical Journal 51, 304-307.
18. Wang, S. C., Ting, K. S., and Wu, C. C. (1965) Chelating therapy with Na-DMS in occupational lead and mercury intoxications. Chinese Medical Journal 84, 437-439.
19. FDA Medical Bulletin: Succimer Approved for Severe Lead Poisoning. Vol. 21, Part 1, p 5, March, 1991.
20. Aaseth, J., Jacobsen, D, Andersen, O., and Wickstrom, E. (1995) Treatment of mercury and lead poisoning with dimercaptosuccinic acid and sodium dimercaptopropanesulfonate. Analyst 120, 853-854.
21. Okonishnikova, I. E., Rosenberg, E. E., and Vorontsova, A. S. (1971) The prophylactic effect of succimer in chronic experimental poisoning by metallic mercury vapors. Gig. Tr. Prof. Zabol. 15, 28-31.
22. Okonishnikova, I. E., Egorova, L. G., Nirenberg, V. I. and Postovskii, I. Ya. (1970) Complexing properties of stereoisomers of dimercaptosuccinic acid. Khim.-Farm. Zh. 4, 21-24.
23. Jones, M. M., and Basinger, M. A. (1980) Chelate therapy for type b metal ion poisoning. Inorganic Chemistry in Biology and Medicine (Martell, A. E , Ed) ACS Symposium Series 140, pp 335-348, American Chemical Society, Washington, DC.
24. Fang, X., and Fernando, Q. (1994) A comparative study of meso- and rac-2,3-dimercaptosuccinic acids and their zinc complexes in aqueous solution. Chem. Res. Toxicol. 7, 770-778.
25. Egorova, L. G., and Nirenburg, V. L. (1980) The study of complexing properties of dimercaptosuccinic acids. IV. Complexing of cadmium ions with dl- and meso-dimercaptosuccinic, dl-dimercaptoglutaric and meso-dimercaptoadipic acids. Zh. Obsch. Khim 50, 426-430.