Article Dans Une Revue ACS Organic & Inorganic Au Année : 2022

Expeditive Synthesis of Potent C20- epi -Amino Derivatives of Salinomycin against Cancer Stem-Like Cells

Résumé

As a continuation of our studies toward the development of small molecules to selectively target cancer stem cells (CSCs), a library of 18 novel derivatives of salinomycin (Sal), a naturally occurring polyether ionophore, was synthesized with a good overall yield using a one-pot Mitsunobu-Staudinger procedure. Compared to the parent structure, the newly synthesized products contained the mono- or disubstituted C20-epi-amine groups. The biological activity of these compounds was evaluated against human mammary mesenchymal HMLER CD24low/CD44high cells, a well-established model of breast CSCs, and its isogenic epithelial cell line (HMLER CD24high/CD44low) lacking CSC properties. Importantly, the vast majority of Sal derivatives were characterized by low nanomolar activities, comparing favorably with previous data in the literature. Furthermore, some of these derivatives exhibited a higher selectivity for the mesenchymal state compared to the reference Sal and ironomycin, representing a promising new series of compounds with anti-CSC activity.

Dates et versions

hal-05344086 , version 1 (03-11-2025)

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Dominika Czerwonka, Sebastian Müller, Tatiana Cañeque, Ludovic Colombeau, Adam Huczyński, et al.. Expeditive Synthesis of Potent C20- epi -Amino Derivatives of Salinomycin against Cancer Stem-Like Cells. ACS Organic & Inorganic Au, 2022, 2 (3), pp.214-221. ⟨10.1021/acsorginorgau.1c00046⟩. ⟨hal-05344086⟩
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