Abstract
"Chemical Equation Presented" The efficient total synthesis of the natural substance largazole is described. Using this strategy, a small library of largazole analogs was developed. Structure-activity relationship studies suggested that the geometry of the alkene in the side chain is critical. While the largazole's analogues with frans-alkene are potent for the antiproliferative effect, those with cis-alkene are completely Inactive. Most Importantly, replacement of valine with tyrosine in largazole increased selectivity toward human cancer cells over human normal cells more than 100-fold.
Original language | English (US) |
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Pages (from-to) | 1368-1371 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 12 |
Issue number | 6 |
DOIs | |
State | Published - Mar 19 2010 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry