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ID: ALA1155094

Journal: Bioorg Med Chem Lett

Title: Isosteric exchange of the acylsulfonamide moiety in Abbott's Bcl-XL protein interaction antagonist.

Authors: Dömling A, Antuch W, Beck B, Schauer-Vukasinović V.

Abstract: A multi-component reaction strategy was used for the fast and efficient synthesis of amide isosteres of known Bcl-2 inhibitors capable of disrupting protein-protein interactions. Ugi reaction and a subsequent nucleophilic aromatic substitution reaction provide a versatile path to libraries of compounds similar to Abbott's acylsulfonamides. Modeling arguments are used to explain the inferior activity of the amide as opposed to the sulfonamide series.

CiteXplore: 18583128

DOI: 10.1016/j.bmcl.2008.05.096