Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 23, Issue 20, Pages 5503-5506Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2013.08.070
Keywords
Natural products; Ion channel inhibitors; Indoles; Thiolation; Electrophysiology
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Funding
- Natural Science and Engineering Research (NSERC) of Canada
- University of Alberta
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The first synthesis of the non-peptidic snail toxin 6-bromo-2-mercaptotryptamine dimer (BrMT)(2) is described, along with the preparation of its lower and higher thio homologs. The synthetic (BrMT)(2) and its derivatives reported herein are all capable of slowing the activation of the K(v)1.1 potassium ion channel. Only the monosulfide variant shows significant slowing of the deactivation process. This synthetic strategy can now be applied to creating a more extensive set of compounds that vary in the length of the linker connecting the two monomers, the substituents on the indole ring core, and terminal amine. (C) 2013 Elsevier Ltd. All rights reserved.
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