Journal of Medicinal Chemistry p. 6027 - 6044 (2016)
Update date:2022-08-15
Topics:
Gold, Ben
Smith, Robert
Nguyen, Quyen
Roberts, Julia
Ling, Yan
Lopez Quezada, Landys
Somersan, Selin
Warrier, Thulasi
Little, David
Pingle, Maneesh
Zhang, David
Ballinger, Elaine
Zimmerman, Matthew
Dartois, Véronique
Hanson, Paul
Mitscher, Lester A.
Porubsky, Patrick
Rogers, Steven
Schoenen, Frank J.
Nathan, Carl
Aubé, Jeffrey
We report two series of novel cephalosporins that are bactericidal to Mycobacterium tuberculosis alone of the pathogens tested, which only kill M. tuberculosis when its replication is halted by conditions resembling those believed to pertain in the host, and whose bactericidal activity is not dependent upon or enhanced by clavulanate, a β-lactamase inhibitor. The two classes of cephalosporins bear an ester or alternatively an oxadiazole isostere at C-2 of the cephalosporin ring system, a position that is almost exclusively a carboxylic acid in clinically used agents in the class. Representatives of the series kill M. tuberculosis within macrophages without toxicity to the macrophages or other mammalian cells.
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