Table 1.
Antitubercular activity of different scaffolds of bioreductively-activated antimicrobial compounds.
| Classification | Compound | LUMO (eV) | TB MIC – SRI (μg/mL) | TB MIC –ITR (μg/mL) | LORA MIC – ITR (μg/mL) | Vero Tox CC50 (μg/mL) | SI (CC50/MIC) |
|---|---|---|---|---|---|---|---|
| Isoniazid | INH | – | 0.060 | 0.091 | >20 | >50 | >830 |
| Rifampin | RIF | – | 0.003 | 0.041 | 2.0 | >50 | >15000 |
| Nitroimidazole | Metronidazole | −1.303 | >10 | >32 | 11 | >16 | NA |
| Etanidazole | −1.644 | >10 | >32 | 26 | >16 | NA | |
| 1 | −1.802 | 10 | 29 | 3.3 | 16 | 1.6 | |
| Nitrofurans | Nitrofurantoin | −1.801a | 16 | 28 | 32 | 23 | 1.1 |
| Furazolidone | −1.652a | 31 | 30 | 6.5 | 19 | 0.60 | |
| 2 | −1.660a | 0.98 | 3.8 | 3.7 | >50 | >50 | |
| Quinoxaline-1,4-di-N-oxides | 3 | −1.452 | 10 | 28 | 9.4 | >16 | >1.6 |
| 4 | −2.436 | >20 | >32 | >32 | >16 | NA | |
| 5 | −1.919 | 10 | 27 | >32 | >16 | >1.6 | |
| 6 | −1.279 | >10 | >32 | >32 | >16 | NA | |
| Benzotriazine-1,4-di-N-oxides | TPZ | −1.622 | 5.0 | 3.7 | 7.3 | 8.0 | 1.6 |
| 7 | −1.703 | 5.0 | 3.7 | 0.97 | 38 | 7.6 | |
| 8a | −1.442 | 1.2 | 0.57 | 0.37 | 17 | 17 |
a
Calculation performed for Z stereochemistry around double bond.
NA = not available; ITR = Institute for Tuberculosis Research, University of Illinois at Chicago.