Formation of a cationic gold(I) complex and disulfide by oxidation of the antiarthritic gold drug auranofin

Inorganic Chemistry

Volumn 42, Issue 7, 2003, Pages 2203-2205

  Mohamed, Ahmed A ^a   Chen, Jinhua ^a   Bruce, Alice E ^a   Bruce, Mitchell R M ^a   Krause Bauer, Jeanette A ^b   Hill, David T ^c  

^a University of Maine   (United States)

^b UNIVERSITY OF CINCINNATI   (United States)

^c Temple University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,3,4,6 TETRAACETYL 1 THIO DEXTRO GLUCOPYRANOSE; ANTIRHEUMATIC AGENT; AURANOFIN; DISULFIDE; FERROCENE DERIVATIVE; GOLD COMPLEX; IRON; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; CRYSTALLIZATION; DRUG MECHANISM; DRUG STRUCTURE; ELECTROLYSIS; ELECTRON; OXIDATION; STRUCTURE ANALYSIS; X RAY ANALYSIS;

ANTIRHEUMATIC AGENTS; AURANOFIN; CRYSTALLOGRAPHY, X-RAY; ELECTROLYSIS; MOLECULAR CONFORMATION; ORGANOMETALLIC COMPOUNDS; OXIDANTS; OXIDATION-REDUCTION; SULFIDES;

EID: 0037425337     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic026057z     Document Type: Article

References (26)

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13. 3CN solution with very similar results. The cyclic voltammogram of auranofin and the NMR spectra of the cationic gold complex appear to be more sensitive to the nature of the anion than the solvent.
14. 6 proceeds in a similar fashion. Analytically pure samples using different counteranions were prepared as described in ref 20.
15. 2, also exhibits an irreversible oxidation in this region.
16. 3). For comparison, this proton appears as a doublet at 5.14 ppm for auranofin and at 5.25 ppm for 1.
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20. 2. Refinement converged with crystallographic agreement factors of R1 = 0.0644, wR2 = 0.1152, for all 6114 reflections with I ≥ 2σ (R1 = 0.0958. wR2 = 0.1302 for all data) and GOF = 1.099.
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22. For other examples of this structural motif see: (a) Wang, S.; Fackler, J. P., Jr. Inorg. Chem. 1990, 29, 4404-4407. (b) Sladek, A.; Schneider, W.; Angermaier, K.; Bauer, A.; Schmidbaur, H. Z. Naturforsch., B: Chem. Sci. 1996, 51, 765-772. (c) Lopez-de-Lurzuriaga, J. M.; Sladek, A.; Schneider, W.; Schmidbaur, H. Chem Ber./Recl. 1997, 130, 641-646.
23. For other examples of this structural motif see: (a) Wang, S.; Fackler, J. P., Jr. Inorg. Chem. 1990, 29, 4404-4407. (b) Sladek, A.; Schneider, W.; Angermaier, K.; Bauer, A.; Schmidbaur, H. Z. Naturforsch., B: Chem. Sci. 1996, 51, 765-772. (c) Lopez-de-Lurzuriaga, J. M.; Sladek, A.; Schneider, W.; Schmidbaur, H. Chem Ber./Recl. 1997, 130, 641-646.
24. + + RSSR. Evidence for the existence of the thiyl radical is currently under study.
25. 3): -0.17 ppm.
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