Formation of a Cationic Gold(I) Complex and Disulfide by Oxidation of the Antiarthritic Gold Drug Auranofin
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- 作者：Ahmed A. Mohamed ; Jinhua Chen ; Alice E. Bruce ; Mitchell R. M. Bruce ; Jeanette A. Krause Bauer ; and David T. Hill
- 刊名：Inorganic Chemistry
- 出版年：2003
- 出版时间：April 7, 2003
- 年：2003
- 卷：42
- 期：7
- 页码：2203 - 2205
- 全文大小：67K
- 年卷期：v.42,no.7(April 7, 2003)
- ISSN：1520-510X
文摘
The mechanism of action of auranofin, an antiarthritic gold(I) drug,is unknown, but several studies suggest that oxidation may beimportant for its biochemical effect. Bulk electrolysis studies onauranofin [(Et3P)Au(TATG); TATG = 2,3,4,6-tetraacetyl-1-thio-D-glucopyranosato] at +1.2 and +1.6 V versus Ag/AgCl in 0.1 MBu4NBF4/CH2Cl2 results in n values of 0.5 and >2 electrons,respectively. Oxidation of auranofin with the mild oxidant, Cp2Fe+,results in formation of disulfide and a digold(I) cation with a bridgingthiolate ligand, [(Et3PAu)2(
-TATG)]+ (1). The X-ray structure ofthe PMe3 analogue, [(Me3PAu)2(-TATG)](NO3) (2), is reported.Compound 2 forms a tetranuclear cluster containing an almostperfect square of four gold atoms with Au···Au distances averaging3.14 Å. The complex crystallizes in the tetragonal space groupP42212 with cell constants a = 26.1758(6) Å, b = 26.1758(6) Å,c = 9.7781(3) Å, 
= 
= 
= 90
, V = 6699.7(3) Å3, Z = 4,R1 = 0.0644, and wR2 = 0.1152. A mechanism for oxidation ofauranofin and possible biological implications are discussed.
-TATG)]+ (1). The X-ray structure ofthe PMe3 analogue, [(Me3PAu)2(-TATG)](NO3) (2), is reported.Compound 2 forms a tetranuclear cluster containing an almostperfect square of four gold atoms with Au···Au distances averaging3.14 Å. The complex crystallizes in the tetragonal space groupP42212 with cell constants a = 26.1758(6) Å, b = 26.1758(6) Å,c = 9.7781(3) Å, = = = 90, V = 6699.7(3) Å3, Z = 4,R1 = 0.0644, and wR2 = 0.1152. A mechanism for oxidation ofauranofin and possible biological implications are discussed.