Table 2.
Structures and bioactivity data for terpenyl-quinone/hydroquinone derivatives obtained from diterpenoids.
| Comp. | Type | R | EC50 (μM) |
CC50 (μM) |
SIp | SIa | IC50 (μM) |
|
|---|---|---|---|---|---|---|---|---|
| L. infantum promastigotes | L. infantum amastigotes | Human HepG2 | Leishmanial TopIB |
|||||
| 26 | DNHQ |  |
11.7 ± 0.3 | 4.01 ± 0.50 | 10.5 ± 0.7 | 0.9 | 2.6 | >100 |
| 27 | DNHQ |  |
0.33 ± 0.01 | 4.34 ± 0.49 | 1.95 ± 0.26 | 5.9 | 0.45 | >100 |
| 28 | DNHQ |  |
0.29 ± 0.01 | 2.56 ± 0.16 | 3.38 ± 0.33 | 11.6 | 1.3 | >100 |
| 29 | DNHQ |  |
0.66 ± 0.04 | 1.23 ± 0.05 | 2.24 ± 0.38 | 3.4 | 1.8 | 78.4 ± 17.1 |
| 30 | DNHQ |  |
3.45 ± 0.03 | 1.43 ± 0.06 | 1.59 ± 0.08 | 0.5 | 1.1 | >100 |
| 31 | DNHQ |  |
0.29 ± 0.01 | 4.24 ± 0.53 | 3.40 ± 0.36 | 11.7 | 0.80 | >100 |
| 32 | DNHQ |  |
2.28 ± 0.02 | 2.46 ± 0.10 | 0.95 ± 0.06 | 0.4 | 0.39 | >100 |
| 33 | DNHQ |  |
2.95 ± 0.20 | 1.92 ± 0.01 | 11.3 ± 2.0 | 3.8 | 5.9 | >100 |
| 34 | DNHQ |  |
76.0 ± 8.1 | 54.6 ± 5.6 | 182 ± 6 | 2.4 | 3.3 | >100 |
| 35 | DNHQ |  |
5.97 ± 0.13 | 11.8 ± 1.6 | 10.4 ± 0.9 | 1.7 | 0.88 | >100 |
| 36 | DAQ |  |
>100 | 30.9 ± 3.7 | 96.6 ± 5.9 | <1 | 3.1 | >100 |
| 37 | HetNQ |  |
14.0 ± 0.5 | 7.23 ± 0.23 | 87.6 ± 4.3 | 6.3 | 12 | >100 |
| MTF | 5.9 ± 1.4 | 2.40 ± 0.21 | 50.4 ± 4.3 | 8.5 | 21 | nt | ||
| AMB | 0.77 ± 0.15 | 0.32 ± 0.05 | nt | un | un | nt | ||
SIp: Selectivity Index for promastigotes (CC50 HepG2/EC50 promastigotes); SIa: Selectivity Index for amastigotes (CC50 HepG2/EC50 amastigotes); MTF: Miltefosine; AMB: amphotericin B deoxycholate; nt: not tested; un: undefined. Significant values (EC50: ≤10 μM, SI: ≥ 10 and CC50 ≥ 100 μM) are bolded for comparison purposes.