This study demonstrates the synthesis and biological evaluation of destruxin E analogs possessing various functional groups in the α-hydroxycarboxylic acid moiety. Parallel synthesis of eleven analogs was successfully achieved through solution-phase peptide synthesis and macrolactonization. Biological evaluation of the synthetic analogs using osteoclast-like multi nuclear cells (OCLs) revealed that the epoxide group in the side chain of α-hydroxycarboxylic acid and the orientation of the oxygen atom are essential factors in the desired potent activity that induces morphological changes in OCLs for the inhibition of bone-resorbing activity.
- Natural products
- Total synthesis
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry