Stereocontrolled synthesis of new iminosugar lipophilic derivatives and evaluation of biological activities.

Carbohydrate research 2023 Dec

filter terms:

Iminosugars' similarity to carbohydrates determines the exceptional potential for this class of polyhydroxylated alkaloids to serve as potential drug candidates for a wide variety of diseases such as diabetes, lysosomal storage diseases, cancer, bacterial and viral infections. The presence of lipophilic substituents has a significant impact on their biological activities. This work reports the synthesis of three new pyrrolidine lipophilic derivatives O-alkylated in C-6 position. The biological activities of our iminosugars' collection were tested in two cancer cell lines and, due to the pharmaceutical potential, in the model yeast system Saccharomyces cerevisiae to assess their toxicity. Copyright © 2023 The Authors. Published by Elsevier Ltd.. All rights reserved.

Citation

Martina De Angelis, Ludovica Primitivo, Carla Sappino, Barbara Centrella, Claudia Lucarini, Lucrezia Lanciotti, Alessia Petti, Davide Odore, Andrea D'Annibale, Beatrice Macchi, Valeria Stefanizzi, Angela Cirigliano, Teresa Rinaldi, Giuliana Righi, Alessandra Ricelli. Stereocontrolled synthesis of new iminosugar lipophilic derivatives and evaluation of biological activities. Carbohydrate research. 2023 Dec;534:108984