Liu, RuiMarkley, LowellMiller, Patricia A.Franzblau, ScottShetye, GauriMa, RuiSavková, KarinMikušová, KatarínaLee, Bei ShiPethe, KevinMoraski, Garrett C.Miller, Marvin J.2022-09-062022-09-062021-02Liu, Rui, Lowell Markley, Patricia A. Miller, Scott Franzblau, Gauri Shetye, Rui Ma, Karin Savková et al. "Hydride-induced Meisenheimer complex formation reflects activity of nitro aromatic anti-tuberculosis compounds." RSC medicinal chemistry 12, no. 1 (2021): 62-72.2632-8682https://scholarworks.montana.edu/handle/1/17080The formation efficiency of hydride-induced Meisenheimer complexes of nitroaromatic compounds is consistent with their anti-TB activities exemplied by MDL860 and benzothiazol N-oxide (BTO) analogs. Herein we report that nitro cyano phenoxybenzenes (MDL860 and analogs) reacted slowly and incompletely which reflected their moderate anti-TB activity, in contrast to the instantaneous reaction of BTO derivatives to quantitatively generate Meisenheimer complexes which corresponded to their enhanced anti-TB activity. These results were corroborated by mycobacterial and radiolabelling studies that confirmed inhibition of the DprE1 enzyme by BTO derivatives but not MDL860 analogs.en-UScopyright royal society of chemistry 2021https://www.rsc.org/journals-books-databases/open-access/green-open-access/hydride compoundsArticle