Journal of the American Chemical Society
DOI: 10.1021/jacs.7b02869
Nitrobenzothiazinones are highly potent antibiotics against Mycobacterium tuberculosis. While their killing mechanism involves the reduction of the nitro to a reactive nitroso group, F. Kloss and co-workers describe in their Communication on page 2187 ff. a previously overlooked in vivo bioreduction pathway. The metabolites are transient hydride Meisenheimer complexes that are readily reoxidized under atmospheric conditions and completely unprecedented among drug metabolites.
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Florian Kloss, Viktor Krchnak, Anna Krchnakova, Sebastian Schieferdecker, Julia Dreisbach, Volker Krone, Ute Möllmann, Michael Hoelscher, Marvin J. Miller
Angew. Chem. Int. Ed., January 26, 2017, DOI: 10.1002/anie.201700069. Read article