Synthesis and antibacterial evaluation of a novel series of 10-hydroxyl ketolide derivatives

Bioorganic & Medicinal Chemistry Letters
2013.0

Abstract

A novel series of 10-hydroxyl ketolide derivatives were synthesized, during which a distinctive intermediate, 3-O-descladinosyl-3-oxo-11-deoxy-10,11-epoxy-6-O-methylerythromycin A, was obtained from 6-O-methylerythromycin A. The structure and stereochemistry of this novel structure were confirmed via NMR and X-ray crystallography. Moreover, antibacterial evaluations were established in order to assess our modifications and acquire a deep understanding of the ketolides' structure-activity relationship (SAR).

Knowledge Graph

Similar Paper

Synthesis and antibacterial evaluation of a novel series of 10-hydroxyl ketolide derivatives
Bioorganic & Medicinal Chemistry Letters 2013.0
Novel 3-deoxy-3-descladinosyl-6-O-methyl erythromycin a analogues. Synthesis and in vitro activity
Bioorganic & Medicinal Chemistry Letters 1997.0
Synthesis and Antibacterial Activity of Ketolides (6-O-Methyl-3-oxoerythromycin Derivatives):  A New Class of Antibacterials Highly Potent Against Macrolide-Resistant and -Susceptible Respiratory Pathogens
Journal of Medicinal Chemistry 1998.0
Synthesis and Structure−Activity Relationships of Novel 8a-Aza-8a-homoerythromycin A Ketolides
Journal of Medicinal Chemistry 2010.0
Synthesis and antibacterial activity of 6-O-heteroarylcarbamoyl-11,12-lactoketolides
Bioorganic & Medicinal Chemistry Letters 2006.0
Synthesis and Antibacterial Activity of 6-O-Arylbutynyl Ketolides with Improved Activity against Some Key Erythromycin-Resistant Pathogens
Journal of Medicinal Chemistry 2003.0
Synthesis and antibacterial activities of 6-O-methylerythromycin A 9-O-(3-aryl-2-propenyl) oxime ketolide, 2,3-enol ether, and alkylide analogues
European Journal of Medicinal Chemistry 2010.0
Synthesis and antibacterial activity of 3-O-carbamoyl derivatives of 6,11-di-O-methylerythromycin A: A novel class of acylides
European Journal of Medicinal Chemistry 2010.0
Synthesis and antibacterial activity of novel modified 5-O-desosamine ketolides
Bioorganic & Medicinal Chemistry Letters 2012.0
Synthesis and antibacterial activity of novel 6 -O- substituted erythromycin A derivatives
Bioorganic & Medicinal Chemistry Letters 2000.0