1. A second-generation ferrocene–iminosugar hybrid with improved fucosidase binding properties.
- Author
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Hottin, Audrey, Scandolera, Amandine, Duca, Laurent, Wright, Daniel W., Davies, Gideon J., and Behr, Jean-Bernard
- Subjects
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FERROCENE , *IMINOSUGARS , *FUCOSIDASES , *ECOLOGICAL assessment , *ANTINEOPLASTIC agents , *BOVINE anatomy - Abstract
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 ( K i = 23 nM) and from Bacteroides thetaiotaomicron ( K i = 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. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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