Silver(I)-catalyzed route to pyrroles: Synthesis of halogenated pseudilins as allosteric inhibitors for myosin atpase and x-ray crystal structures of the protein-inhibitor complexes

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Abstract

The pentahalogenated 2-arylpyrrole-type alkaloids pentabromopseudilin and pentachloropseudilin represent a new class of isoform-specific allosteric inhibitors of myosin ATPase. Herein, we describe an application of the silver(I)-catalyzed cycloisomerization of N-(homopropargyl)toluenesulfonamides to the total syntheses of these natural products and several non-natural analogues. Moreover, we examine the inhibitiory effect of pentahalogenated pseudilins on myosin ATPase activity. Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Martin, R., Risacher, C., Barthel, A., Jäger, A., Schmidt, A. W., Richter, S., … Knölker, H. J. (2014). Silver(I)-catalyzed route to pyrroles: Synthesis of halogenated pseudilins as allosteric inhibitors for myosin atpase and x-ray crystal structures of the protein-inhibitor complexes. European Journal of Organic Chemistry, 2014(21), 4487–4505. https://doi.org/10.1002/ejoc.201402177

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