MHH Logo

Risacher, M.R. et al. (2014), Abstract

Martin R, Risacher C, Barthel A, Jäger A, Schmidt AW, Richter S, Böhl M, Preller M, Chinthalapudi K, Manstein DJ, Gutzeit HO, 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.

Eur J Org Chem: n/a-n/a


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)toluene-sulfonamides to the total syntheses of these natural productsand several non-natural analogues. Moreover, we examine the inhibitiory effect of pentahalogenated pseudilins on myosin ATPase activity.