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 alkoxyallylation 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.
Synthesis and Biological Evaluation of Migrastatin Macrotriazoles / D. Passarella, G. Rastelli, P.V. Murphy, S. Robakiewicz, B. Taciak, K. Ulewicz, G. Broggini, M. Krol, A. Gabba. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2017:1(2017), pp. 60-69. [10.1002/ejoc.201600988]
Synthesis and Biological Evaluation of Migrastatin Macrotriazoles
D. PassarellaPrimo
;
2017
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 alkoxyallylation 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.File | Dimensione | Formato | |
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