Table 3.
Antifungal activity of PABA derivatives 1.
| Code | R1 | R2 | MIC [µM] | |||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| CA | CT | CK | CG | TA | AF | LC | TI | |||||||||||
| 24 h | 48 h | 24 h | 48 h | 24 h | 48 h | 24 h | 48 h | 24 h | 48 h | 24 h | 48 h | 24 h | 48 h | 72 h | 120 h | |||
| 1a | H | H | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1b | 5-F | H | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1c | 5-Cl | H | >125 | >125 | 125 | 125 | 125 | 125 | 125 | 125 | >125 | >125 | >125 | >125 | >125 | >125 | 125 | 125 |
| 1d | 5-Br | H | 62.5 | 62.5 | 125 | 125 | 125 | 125 | 62.5 | 62.5 | 125 | 125 | 250 | 250 | >250 | >250 | 62.5 | 62.5 |
| 1e | 5-I | H | 62.5 | 62.5 | 125 | 125 | 62.5 | 62.5 | 31.25 | 31.25 | 62.5 | 62.5 | 125 | 125 | >125 | >125 | 31.25 | 31.25 |
| 1f | 5-NO2 | H | 500 | 500 | >500 | >500 | >500 | >500 | >500 | >500 | 500 | 500 | >500 | >500 | 500 | 500 | 500 | 500 |
| 1g | 5-CH3 | H | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 | >125 |
| 1h | 5-OCH3 | H | 250 | 250 | 500 | 500 | 500 | 500 | 250 | 250 | 500 | 500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1i | 5-OH | H | 500 | 500 | >500 | >500 | >500 | >500 | 250 | 250 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1j | 5-tert-Bu | H | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1k | 6-Cl | H | 125 | 125 | 62.5 | 125 | 125 | 250 | 125 | 125 | 125 | >125 | >125 | >125 | >125 | >125 | 125 | 125 |
| 1l | 4-Cl | H | 250 | >500 | 500 | >500 | 500 | >500 | 500 | >500 | 500 | >500 | 250 | >500 | >500 | >500 | 500 | >500 |
| 1m | H | Cl | 31.25 | 31.25 | 62.5 | 62.5 | 250 | 250 | 62.5 | 62.5 | 125 | 125 | 250 | 250 | 500 | 500 | 125 | 125 |
| 1n | 5-Cl | Cl | 125 | 125 | 250 | 250 | 125 | 125 | 125 | 125 | 125 | 125 | 500 | 500 | 500 | 500 | 250 | 250 |
| 1o | 5-Cl | Br | 31.25 | 31.25 | 62.5 | 62.5 | 62.5 | 62.5 | 15.62 | 15.62 | 31.25 | 31.25 | 250 | 250 | 500 | 500 | 62.5 | 62.5 |
| 1p | 5-Cl | I | 7.81 | 7.81 | 31.25 | 31.25 | 15.62 | 15.62 | 7.81 | 7.81 | 7.81 | 7.81 | 125 | 125 | 250 | 250 | 7.81 | 7.81 |
| 1q | 5-I | I | 7.81 | 7.81 | 15.62 | 15.62 | 31.25 | 31.25 | 7.81 | 7.81 | 15.62 | 15.62 | 125 | 125 | 250 | 250 | 7.81 | 7.81 |
| 1r | - | - | 250 | 250 | 250 | 250 | 62.5 | 62.5 | 250 | 250 | 500 | 500 | >500 | >500 | >500 | >500 | 250 | 250 |
| 1s | - | - | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1t | - | - | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| 1u | - | - | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| PABA 1 | - | - | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 | >500 |
| FLU | - | - | 0.24 | 0.24 | >500 | >500 | 125 | 250 | 31.25 | 500 | 250 | 500 | >500 | >500 | >500 | >500 | 7.81 | 125 |
FLU = fluconazole; PABA = 4-aminobenzoic acid. CA: Candida albicans ATCC 44859; CT: Candida tropicalis; CK: Candida krusei E28; CG: Candida glabrata 20/I; TA: Trichosporon asahii 1188; AF: Aspergillus fumigatus 231; LC: Lichtheimia corymbifera 272; TI: Trichophyton interdigitale 445. One or two of the best MIC value(s) for each strain are shown in bold.