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Article Dans Une Revue Bioorganic and Medicinal Chemistry Letters Année : 2016

A second-​generation ferrocene-​iminosugar hybrid with improved fucosidase binding properties

Résumé

The synthesis and the biological evaluation of a new ferrocenyl-iminosugar conjugate designed for fucosidase inhibitory and anticancer activity is described. The compound showed strong affinity for fucosidase from bovine kidney (Ki = 23 nM) and from Bacteroides thetaiotaomicron (Ki = 150 nM), displaying a 10-fold tighter binding affinity for these enzymes than the previous analogs. The interaction pattern that improves binding has been evaluated through structural analysis of the inhibitor–enzyme complex. The ferrocenyl-iminosugar exhibits significant anticancer activity on MDA-MB-231 and SK-MEL28 cell lines at 100 μM.
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hal-02880304 , version 1 (23-02-2022)

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Audrey Hottin, Amandine Scandolera, Laurent Duca, Daniel W Wright, Gideon J Davies, et al.. A second-​generation ferrocene-​iminosugar hybrid with improved fucosidase binding properties. Bioorganic and Medicinal Chemistry Letters, 2016, ⟨10.1016/j.bmcl.2016.02.017⟩. ⟨hal-02880304⟩
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