Synthesis of Biotinylated Episilvestrol: Highly Selective Targeting of the Translation Factors eIF4AI/II
- Author(s)
- Chambers, JM; Lindqvist, LM; Webb, A; Huang, DCS; Savage, GP; Rizzacasa, MA;
- Details
- Publication Year 2013-03-15,Volume 15,Issue #6,Page 1406-1409
- Journal Title
- ORGANIC LETTERS
- Publication Type
- Journal Article
- 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.
- Publisher
- AMER CHEMICAL SOC
- Keywords
- MESSENGER-RNAS; PROTEIN DHX29; SILVESTROL; INHIBITORS; (-)-SILVESTROL; INITIATION; (-)-EPISILVESTROL; DERIVATIVES; MECHANISM; ANALOGS
- Research Division(s)
- Chemical Biology
- Publisher's Version
- https://doi.org/10.1021/ol400401d
- Terms of Use/Rights Notice
- Copyright © 2013 American Chemical Society
Creation Date: 2013-03-15 12:00:00