Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 1, Pages 60-69Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600988
Keywords
Macrocycles; Triazoles; Nitrogen heterocycles; Click chemistry; Bioisosteres; Biological activity
Categories
Funding
- COST Action Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells [CM1106]
- National Science Centre (Poland) [UMO-2013/09/D/NZ5/02496]
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The synthesis of three macrotriazoles that are analogues of migrastatin is reported. The synthesis is based on copper(I)- and ruthenium-catalyzed azide-alkyne cycloaddition reactions. The enantiopure terminal alkyne derivatives were prepared by using the Trost desymmetrization, Brown alkoxy-allylation and an efficient Colvin reaction. Biological evaluation of the products revealed a promising efficiency in reducing the ability of MDA-MB-361 cell lines to migrate.
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