Expanding the pleuromutilin class of antibiotics by de novo chemical synthesis Academic Article uri icon

abstract

  • New pleuromutilin-like compounds were synthesized in approximately 11 steps from 3-allylcyclopent-2-enone by a strategy featuring sequential carbonyl addition reactions. Several analogs possessing the C14 tiamulin ester side chain displayed activity in a Mycobacterium tuberculosis mc(2)7000 assay. The results described herein provide a basis for further efforts to expand the structural and stereochemical diversity of the pleuromutilin class of bacterial protein synthesis inhibitors through advances in chemical synthesis.

altmetric score

  • 3

author list (cited authors)

  • Lotesta, S. D., Liu, J., Yates, E. V., Krieger, I., Sacchettini, J. C., Freundlich, J. S., & Sorensen, E. J.

citation count

  • 20

publication date

  • January 2011