Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1377130 | Bioorganic & Medicinal Chemistry Letters | 2008 | 5 Pages |
Abstract
Here we present an efficient route into synthetically challenging bridged 1,2,4,5-tetraoxanes. The key to the success of this route is the use of H2O2 and catalytic I2 to form the gem-dihydroperoxide followed by a Ag2O mediated alkylation using 1,3-diiodopropane. Using this methodology a range of bridged tetraoxanes which display good in vitro antimalarial activity were synthesized.
Graphical abstractHere we present an efficient route into the synthetically challenging bridged 1,2,4,5-tetraoxanes. These achiral derivatives display nanomolar antimalarial activity (IC50 = 40–100 nM).Figure optionsDownload full-size imageDownload as PowerPoint slide
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Gemma L. Ellis, Richard Amewu, Charlotte Hall, Karen Rimmer, Steven A. Ward, Paul M. O’Neill,