Expanding the pleuromutilin class of antibiotics by de novo chemical synthesis. | Academic Article individual record
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.

publication outlet

Chem Sci

author list (cited authors)
Lotesta, S. D., Liu, J., Yates, E. V., Krieger, I., Sacchettini, J. C., Freundlich, J. S., & Sorensen, E. J.
publication date
2011
keywords
  • Tuberculosis
  • 3404 Medicinal And Biomolecular Chemistry
  • Infectious Diseases
  • 3405 Organic Chemistry
  • Rare Diseases
  • Infection
  • 34 Chemical Sciences
  • 3 Good Health And Well Being
altmetric score

3.0

citation count

21