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ID: ALA2203111

Journal: Bioorg Med Chem Lett

Title: An Hsp90 modulator that exhibits a unique mechanistic profile.

Authors: Ramsey DM, McConnell JR, Alexander LD, Tanaka KW, Vera CM, McAlpine SR.

Abstract: Described is the synthesis of two biotinylated derivatives of a cytotoxic macrocycle. Pull-down assays indicate that this macrocycle targets the N-middle domain of Hsp90. Untagged compound can effectively compete away tagged compound-Hsp90 protein complexes, confirming the binding specificity of the macrocycle for Hsp90. The macrocycle is similar in potency to other structurally-related analogs of Sansalvamide A (San A) and induces apoptosis via a caspase 3 mechanism. Unlike other San A derivatives, we show that the macrocycle does not inhibit binding between C-terminal client proteins and co-chaperones and Hsp90, suggesting that it has a unique mechanism of action.

CiteXplore: 22480433

DOI: 10.1016/j.bmcl.2012.03.012