Silicon Analogues of the Retinoid Agonists TTNPB and 3-Methyl-TTNPB, Disila-TTNPB and Disila-3-methyl-TTNPB: Chemistry and Biology (pages 1688–1699)
Matthias W. Büttner, Christian Burschka, Jürgen O. Daiss, Diana Ivanova, Natacha Rochel, Sabrina Kammerer, Carole Peluso-Iltis, Audrey Bindler, Claudine Gaudon, Pierre Germain, Dino Moras, Hinrich Gronemeyer and Reinhold Tacke
Version of Record online: 4 SEP 2007 | DOI: 10.1002/cbic.200700182
Bait and switch. Twofold sila-substitution (C/Si exchange) in the retinoid agonists TTNPB (1 a) and 3-methyl-TTNPB (2 a) leads to disila-TTNPB (1 b) and disila-3-methyl-TTNPB (2 b), respectively. The silicon compounds 1 b and 2 b were synthesized, and the C/Si pairs 1 a/1 b and 2 a/2 b were studied for their transcriptional activities, differentiation and apoptosis-inducing activity. In addition, the structure of the ligand hRARβ-LBD–SRC-1 complexes (ligand: 1 a, 1 b) were compared.