Fig 1.
Mechanism of nitrofuran activation and resistance.
(A) Schematic pathway of nitrofuran reduction by NTR enzymes. C5 and C2 of the furan ring are numbered. (B) Nitrofuran resistance by mutations that disrupt prodrug activation. (C) Nitrofuran resistance mechanism by a mutant of β-lactamase CTX-M-14 (blaCTX-M-14) that catalyzes nitrofuran hydrolysis. NTR, nitroreductase.
Fig 2.
New nitrofuran molecules IITR06144 and compound 17 (A) and a nitroaromatic pharmacophore 2-nitrothiophene-3-sulfonyl fluoride (B). Red arrows indicate the amide bonds of nitrofurantoin that are hypothetically hydrolyzed by the CTX-M-14 triple mutant variant.