Fifteen naphthoquinones, sixteen phenazines and fifteen aryl triazoles were synthesized and evaluated against Mycobacterium tuberculosis. Twenty five substances are reported here for the first time and, among all of the compounds evaluated, six presented MIC (minimal inhibitory concentration) values < 6.25 µg mL-1. These substances are promising antimycobacterial prototypes.
lapachol; phenazines; Mycobacterium tuberculosis ; triazoles
| Compound | Classes of the evaluated compound | MIC / (μg mL–1) |
|---|---|---|
| 5 | Phenazine (dihydropyran ring) | > 200 |
| 6 | β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 7 | β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 8 | β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 9 | β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 10 | β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 11 | Phenazine (dihydropyran ring) | 100 |
| 12 | Phenazine (dihydropyran ring) | > 200 |
| 13 | Phenazine (dihydropyran ring) | > 200 |
| 14 | Phenazine (dihydropyran ring) | > 200 |
| 15 | Phenazine (dihydropyran ring) | > 200 |
| 18 | Phenazine (dihydrofuran ring) | 25 |
| 19 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | ≤ 6.25 |
| 20 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | nd |
| 21 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 12.5 |
| 22 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 12.5 |
| 23 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | nd |
| 24 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 12.5 |
| 25 | Phenazine (dihydrofuran ring) | 100 |
| 26 | Phenazine (dihydrofuran ring) | > 200 |
| 27 | Phenazine (dihydrofuran ring) | > 200 |
| 28 | Phenazine (dihydrofuran ring) | > 200 |
| 29 | Phenazine (dihydrofuran ring) | > 200 |
| 30 | Phenazine (dihydrofuran ring) | 100 |
| 31 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 25 |
| 32 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 25 |
| 33 | nor–β–lapachone–based 1,2,3–triazole (Quinone) | 12.5 |
| 34 | nor–β–Lapachone–based 1,2,3–triazole (quinone) | 12.5 |
| 35 | Phenazine (dihydrofuran ring) | 100 |
| 36 | Phenazine (dihydrofuran ring) | 100 |
| 37 | Phenazine (dihydrofuran ring) | 100 |
| 38 | Phenazine (dihydrofuran ring) | 100 |
| 43 | Phenazine (dihydrofuran ring) | > 200 |
| 45 | Nitrophenyl triazole | > 200 |
| 46 | Nitrophenyl triazole | > 200 |
| 47 | Nitrophenyl triazole | > 200 |
| 48 | Nitrophenyl triazole | > 200 |
| 49 | Nitrophenyl triazole | > 200 |
| 50 | Nitrophenyl triazole | > 200 |
| 51 | Nitrophenyl triazole | 200 |
| 52 | Nitrophenyl triazole | 200 |
| 53 | Nitrophenyl triazole | 200 |
| 54 | Nitrophenyl triazole | 100 |
| 55 | Nitrophenyl triazole | 100 |
| 56 | Nitrophenyl triazole | 50 |
| 57 | Nitrophenyl triazole | > 200 |
| 58 | Nitrophenyl triazole | > 200 |
| 59 | Nitrophenyl triazole | 100 |
| Etambutol | 4 | |
| Streptomycin | 1 |
