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Novel pro-apoptotic, homo- and heterodimeric Smac mimetics/IAPs inhibitors based on the N-AVPI-like 4-substituted 1-aza-2-oxobicyclo[5.3.0]decane scaffold were prepared from monomeric structures connected through a head-head (8), tail-tail (9) or head-tail (10) linker. The selection of appropriate decorating functions for the scaffolds, and of rigid and flexible linkers connecting them, is described. The synthesis, purification and analytical characterization of each prepared dimer 8-10 is thoroughly described. Copyright © 2012 Elsevier Ltd. All rights reserved.


Leonardo Manzoni, Laura Belvisi, Aldo Bianchi, Annalisa Conti, Carmelo Drago, Marilenia de Matteo, Luca Ferrante, Eloise Mastrangelo, Paola Perego, Donatella Potenza, Carlo Scolastico, Federica Servida, Gabriele Timpano, Francesca Vasile, Vincenzo Rizzo, Pierfausto Seneci. Homo- and heterodimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part I: Synthesis. Bioorganic & medicinal chemistry. 2012 Nov 15;20(22):6687-708

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PMID: 23036335

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