Publication

Synthesis and biological evaluation of migrastatin macrotriazoles

Gabba, Adele
Robakiewicz, Stefania
Taciak, Bartłomiej
Ulewicz, Katarzyna
Broggini, Gianluigi
Rastelli, Giulio
Krol, Magadalena
Murphy, Paul V.
Passarella, Daniele
Citation
Gabba, Adele; Robakiewicz, Stefania; Taciak, Bartłomiej; Ulewicz, Katarzyna; Broggini, Gianluigi; Rastelli, Giulio; Krol, Magadalena; Murphy, Paul V. Passarella, Daniele (2016). Synthesis and biological evaluation of migrastatin macrotriazoles. European Journal of Organic Chemistry (1), 60-69
Abstract
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.
Funder
Publisher
Wiley-Blackwell
Publisher DOI
10.1002/ejoc.201600988
Rights
Attribution-NonCommercial-NoDerivs 3.0 Ireland