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Scientific article
English

Divergent Syntheses of Resorcylic Acid Lactones: L-783277, LL-Z1640-2, and Hypothemycin

Published inChemistry, vol. 15, no. 43, p. 11490-11497
Publication date2009
Abstract

The resorcylic acid lactones (RAL) are endowed with diverse biological activity ranging from transcription factor modulators (zearalenone and zearalenol) to HSP90 inhibitors (radicicol and pochonin D) and reversible (aigialomycin D) as well as irreversible kinase inhibitors (hypothemycin and other RAL containing a cis-enone). Our interest in broadening the diversity of this family beyond naturally occurring diversity has led us to seek a general approach that could be used to address the entire spectrum of functionalities present within this family. Herein, we present our efforts on accessing macrocycles bearing an alkane, alkene, or epoxide at the benzylic position from a common benzylic sulfide intermediate to access L-783277, LL-Z1640-2, and hypothemycin.

Keywords
  • kinases
  • lactones
  • resorcylic acid
  • solid-phase synthesis
  • sulfur
Affiliation Not a UNIGE publication
Citation (ISO format)
DAKAS, Pierre-Yves et al. Divergent Syntheses of Resorcylic Acid Lactones: L-783277, LL-Z1640-2, and Hypothemycin. In: Chemistry, 2009, vol. 15, n° 43, p. 11490–11497. doi: 10.1002/chem.200901373
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ISSN of the journal0947-6539
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