174646-23-2Relevant articles and documents
Synthesis and molecular recognition studies on small-molecule inhibitors for thioredoxin reductase
Zhang, Di,Xu, Zhonghe,Yuan, Jia,Zhao, Ying-Xi,Qiao, Zeng-Ying,Gao, Yu-Juan,Yu, Guang-Ao,Li, Jingyuan,Wang, Hao
, p. 8132 - 8139 (2014/12/10)
Thioredoxin reductase (TrxR), which is overexpressed in many aggressive cancers, plays a crucial role in redox balance and antioxidant function, including defense of oxidative stress, control of cell proliferation, and regulation of cell apoptosis. Deactivation of TrxR can destroy the homeostasis of the cancer cells, inducing elevation of reactive oxygen species (ROS) levels and the oxidation of enzymatic substrates. Here, we synthesized and identified a new gold(I) small molecule (D9) that possesses two strong electron-donating moieties, i.e., 4-methylphenyl alkynyl and thionyldiphenyl phosphine, exhibiting an enhanced p-π conjunction effect. The resulting compound shows the increased soft Lewis acids and the stability of gold(I). And we demonstrated that D9 could efficiently and specifically inhibit the activity of TrxR in vitro and in vivo, and it could effectively avoid the ligand exchange with albumin that was one of the most abundant proteins in blood. We believe that these comprehensive studies on the relationship between the structure and performance will provide inspiring information on the precise synthesis and design of new compounds for targeting TrxR.
Reactions of gold(I) acetylides with l,1'-diisocyanoferrocene: From orthodox to unorthodox behavior
Siemeling, Ulrich,Rother, Dag,Bruhn, Clemens
, p. 6419 - 6426 (2009/05/30)
1,1'-Diisocyanoferrocene (1) reacts with the gold(I) acetylides [Au(C≡C-p-C6H4R)]n (2a R = CF3, 2b R = H, 2c R = OMe, 2d R = NMe2) to afford the respective dinuclear gold complexes [{Au(C≡C-p- C6H4R)}2(μ-1)] (3), whose aurophilic aggregation in the solid state depends on the nature of the substituent R. The product of the reaction of 1 with [Au(C≡C-Fc)] n (2e, Fc = ferrocenyl) is the hexanuclear gold cluster [(Fc-C≡C-Au-C≡N-C5H4)Fe{C5H 4-N=C(Au)-C≡C-Fc}]3, which is composed of three subunits 4 and exhibits an unusual arrangement of gold atoms. The formation of (4)3 is based on a different specific reaction of the two chemically equivalent functional groups of 1 with 2e, viz., coordination and 1,1-insertion. This schizoid behavior apparently is a novel variant of induced reaction asymmetry and constitutes a new phenomenon in chemistry. The reaction of 2e with l,1'-bis(diphenylphosphanyl)ferrocene (5) affords the expected [(Au-C≡C-Fc)2(μ-5)] (6), which does not exhibit aurophilic interactions.