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

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.

authors

• Sacchettini, James

published proceedings

• Chem Sci

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

• 21

complete list of authors

• Lotesta, Stephen D||Liu, Junjia||Yates, Emma V||Krieger, Inna||Sacchettini, James C||Freundlich, Joel S||Sorensen, Erik J

publication date

• April 2011

publisher

• Royal Society of Chemistry (RSC)  Publisher

published in

• Chemical Science  Journal

keywords

• 3 Good Health And Well Being
• 34 Chemical Sciences
• 3404 Medicinal And Biomolecular Chemistry
• 3405 Organic Chemistry
• Infection
• Infectious Diseases
• Rare Diseases
• Tuberculosis

Digital Object Identifier (DOI)

• 10.1039/C1SC00116G

start page

• 1258

end page

• 1261

volume

• 2

issue

• 7

URL

• http://dx.doi.org/10.1039/c1sc00116g