Synthesis and Microbiological Evaluation of Novel Tetracyclic Fluoroquinolones
ChemMedChem2017Vol. 12(20), pp. 1687–1692
Citations Over TimeTop 17% of 2017 papers
Allan S. Wagman, Ryan T. Cirz, Glenn McEnroe, James B. Aggen, Martin S. Linsell, Adam A. Goldblum, Sara López, Marcela Gómez, George Miller, Lloyd J. Simons, Thomas R. Belliotti, Christina R. Harris, Toni‐Jo Poel, Michael J. Melnick, R.D. Gaston, Heinz E. Moser
Abstract
Conformationally constrained tetracyclic fluoroquinolones (FQs) were synthesized and profiled for their microbiological spectrum. The installation of a seven-membered ring between the pyrrolidine substituents and the C8 position on the FQ core scaffold resulted in a remarkable enhancement of microbiological potency toward both Gram-positive and Gram-negative bacteria. Focused optimization of seven-membered ring composition, stereochemistry, and amine placement led to the discovery of the two lead compounds that were selected for further progression.
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