Table 1.
Inhibition data for hCA I, II, IX and XII isoforms with 2,4-thiazolidinedione-tethered coumarins (5a–b, 10a–n and 11a–d) and AAZ. 
| Cmpd | R1 | R2 |
KI (μM)a,b |
|||
|---|---|---|---|---|---|---|
| CA I | CA II | CA IX | CA XII | |||
| 5a | H | – | >100 | >100 | 0.12 | 0.15 |
| 5b | Br | – | >100 | >100 | 0.24 | 0.31 |
| 10a | H |
|
>100 | >100 | 0.82 | 0.75 |
| 10b | H |
|
>100 | >100 | 4.3 | 4.0 |
| 10c | H |
|
>100 | >100 | 5.8 | 4.5 |
| 10d | H |
|
>100 | >100 | 8.4 | 6.2 |
| 10e | H |
|
>100 | >100 | 12.3 | 8.0 |
| 10f | H |
|
>100 | >100 | 2.2 | 3.8 |
| 10g | H |
|
>100 | >100 | 2.3 | 4.1 |
| 10h | Br |
|
>100 | >100 | 0.93 | 0.87 |
| 10i | Br |
|
>100 | >100 | 6.2 | 2.3 |
| 10j | Br |
|
>100 | >100 | 8.9 | 4.9 |
| 10k | Br |
|
>100 | >100 | 16.4 | 6.6 |
| 10l | Br |
|
>100 | >100 | 18.2 | 10.4 |
| 10m | Br |
|
>100 | >100 | 2.9 | 3.2 |
| 10n | Br |
|
>100 | >100 | 3.4 | 2.8 |
| 11a | H |
|
>100 | >100 | 0.48 | 0.83 |
| 11b | H |
|
>100 | >100 | 0.79 | 1.1 |
| 11c | Br |
|
>100 | >100 | 0.59 | 0.44 |
| 11d | Br |
|
>100 | >100 | 0.91 | 0.82 |
| AAZ | – | – | 250 | 12.5 | 25.0 | 5.7 |
aMean from 3 different assays, by a stopped flow technique (errors were in the range of ± 5–10% of the reported values); bincubation time of 6 h.