Synthesis of 3,6-bicyclolides: a novel class of macrolide antibiotics

Yonghua Gai; Datong Tang; Guoyou Xu; Zhigang Chen; Alexander Polemeropoulos; Zhe Wang; Yat Sun Or

doi:10.1016/j.bmcl.2008.10.109

Synthesis of 3,6-bicyclolides: a novel class of macrolide antibiotics

Bioorg Med Chem Lett. 2008 Dec 15;18(24):6315-8. doi: 10.1016/j.bmcl.2008.10.109. Epub 2008 Oct 31.

Authors

Yonghua Gai¹, Datong Tang, Guoyou Xu, Zhigang Chen, Alexander Polemeropoulos, Zhe Wang, Yat Sun Or

Affiliation

¹ Enanta Pharmaceuticals, Inc., 500 Arsenal Street, Watertown, MA 02472, USA.

PMID: 18996692
DOI: 10.1016/j.bmcl.2008.10.109

Abstract

The synthesis of 3,6-bicyclolides from erythromycin A oxime is described. This novel class of bridged bicyclic macrolides demonstrates potent in vitro and in vivo activities against a broad spectrum of bacteria including resistant respiratory tract pathogens.

MeSH terms

Animals
Anti-Bacterial Agents / chemistry*
Chemistry, Pharmaceutical / methods*
Crystallography, X-Ray / methods
Drug Design*
Drug Resistance, Multiple
Humans
Macrolides / chemical synthesis*
Macrolides / chemistry*
Macrolides / classification*
Mice
Microbial Sensitivity Tests
Models, Chemical
Molecular Conformation
Respiratory System / microbiology

Substances

Anti-Bacterial Agents
Macrolides