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Org Lett. 2013 Mar 15;15(6):1406-9. doi: 10.1021/ol400401d. Epub 2013 Mar 5.

Synthesis of biotinylated episilvestrol: highly selective targeting of the translation factors eIF4AI/II.

Author information

1
School of Chemistry, The Bio21 Institute, The University of Melbourne, Melbourne, Victoria 3010, Australia.

Abstract

Silvestrol (1) and episilvestrol (2) are protein synthesis inhibitors, and the former has shown efficacy in multiple mouse models of cancer; however, the selectivity of these potent cytotoxic natural products has not been described. Herein, it is demonstrated that eukaryotic initiation factors eIF4AI/II were the only proteins detected to bind silvestrol (1) and biotinylated episilvestrol (9) by affinity purification. Our study demonstrates the remarkable selectivity of these promising chemotherapeutics.

PMID:
23461621
DOI:
10.1021/ol400401d
[Indexed for MEDLINE]

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