10245-83-7Relevant academic research and scientific papers
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
Martin, Rene,Risacher, Celia,Barthel, Andre,Jaeger, Anne,Schmidt, Arndt W.,Richter, Sabine,Boehl, Markus,Preller, Matthias,Chinthalapudi, Krishna,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knoelker, Hans-Joachim
, p. 4487 - 4505 (2014/08/05)
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 cycloisomerizati
Total synthesis of pentabromo- and pentachloropseudilin, and synthetic analogues-allosteric inhibitors of myosin ATPase
Martin, Rene,Jaeger, Anne,Bohl, Markus,Richter, Sabine,Fedorov, Roman,Manstein, Dietmar J.,Gutzeit, Herwig O.,Knolker, Hans-Joachim
body text, p. 8042 - 8046 (2010/01/16)
Stopping myo: The total syntheses of the title compounds have been achieved using a highly efficient silver(I)- catalyzed cyclization of N-tosyl-homopropargylamines. The pseudilin derivatives represent a novel class of myosin inhibitors. A new allosteric
A re(V)-catalyzed C-N bond-forming route to human lipoxygenase inhibitors
Ohri, Rachana V.,Radosevich, Alexander T.,Hrovat, K. James,Musich, Christine,Huang, David,Holman, Theodore R.,Toste, F. Dean
, p. 2501 - 2504 (2007/10/03)
(Chemical Equation Presented) A regioselective synthesis of propargylamines by the coupling of propargyl alcohols with tosylamines and carbamates catalyzed by an air-and moisture-tolerant rhenium-oxo complex is described. The ability to couple functionali
Marine Bacteria, VII. - Enzymatic Bromination of Pseudilins and Related Heteroarylphenols with a Chloroperoxidase from Streptomyces aureofaciens Tue 24
Laatsch, Hartmut,Pudleiner, Heinz,Pelizaeus, Birgit,Pee, Karl-Heinz van
, p. 65 - 72 (2007/10/02)
During the bromination of various substituted synthetic phenyl pyrroles with a chloroperoxidase from Streptomyces aureofaciens Tue 24, mixtures of bromopyrroles are obtained which are not easily accessible by chemical methods.According to the structure of the pyrroles and the kinetics of their transformation, the reaction centre of the enzyme is situated in a slitlike cavity of about 4*7*8 Angstroem. - Key Words: Haloperoxidase / Enzymes / Bromination / Pentabromopseudilin / Pseudilins / Bromopyrroles / Pyrroles, bromo / Streptomyces aureofaciens
Marine Bacteria, I. - Synthesis of Pentabromopseudiline, a Cytotoxic Phenylpyrrole from Alteromonas luteo-violaceus
Laatsch, Hartmut,Pudleiner, Heinz
, p. 863 - 882 (2007/10/02)
A new synthesis of 2,3,4-tribromo-5-(3,5-dibromo-2-hydroxyphenyl)pyrrole (1a, pentabromopseudiline), an antibiotic, enzymeinhibitory and cytotoxic active constituent of the marine bacterium Alteromonas luteo-violaceus, is described.For investigation of structure-activity relationships further 2-phenylpyrroles are investigated.Key step in their synthesis is the Grignard reaction of 2-(1,3-dioxan-2-yl)ethylmagnesium bromide (9d) with benzoyl chlorides yielding γ-phenyl-γ-ketoaldehydes 24, and the Paal-Knorr cyclisation of the latter. - Key Words: Alteromonas luteo-violaceus / Bromopyrrole / Marine bacteria / Pentabromopseudiline
