Amphimedosides A-C: synthesis, chemoselective glycosylation, and biological evaluation
Joseph M Langenhan1, Edouard Mullarky, Derek K Rogalsky
1Department of Chemistry, Seattle University, Seattle, Washington 98122, USA. langenha@seattleu.edu
The Journal of Organic Chemistry
|February 2, 2013
Abstract:
The amphimedosides, discovered in 2006, are the first examples of naturally occurring glycosylated alkoxyamines. We report syntheses of amphimedosides A-C that feature a stereoselective oxyamine neoglycosylation and found that these alkaloids display modest cytotoxicity toward seven diverse human cancer cell lines, exhibiting IC(50) values ranging from 3.0 μM to greater than 100 μM.
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