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Synthesis and antibacterial activity of C6-carbazate ketolides. 2006
Manomi A Tennakoon, and
Todd C Henninger, and
Darren Abbanat, and
Barbara D Foleno, and
Jamese J Hilliard, and
Karen Bush, and
Mark J Macielag
Johnson & Johnson Pharmaceutical Research & Development, L.L.C, 1000 Route 202, PO Box 300, Raritan, NJ 08869, USA. mtennako@prdus.jnj.com
A novel series of ketolides containing heteroaryl groups that are linked to the erythronolide ring via a C6-carbazate functionality has been successfully synthesized. Careful modulation of the heteroaryl groups, the length and degree of saturation of the C6-carbazate linker, and the substituents present on each of the carbazate nitrogens led to compounds with potent activity against key bacterial respiratory pathogens. The best analogs of this series had in vitro and in vivo (sc dosing) profiles that were comparable to telithromycin.
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