Table 2. Results of NA inhibition assay, cytotoxicity assay, and SAR analysis.
| Compound | Structure |
IC50 (μM)a |
CC50 (μM)b | |||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Backbone | R1 | R2 | R3 | R4 | R5 | Bond/Abs. confg. | NA (H1N1,09) | NA (H5N1) | ||
| 1.Ganoderic acid T-Q | A | =O | — | — | — | −OCOCH3 | Δ24,25(E) | 5.6 ± 1.9 | 1.2 ± 1.0 | 28.2 ± 0.8 |
| 2.Ganoderic acid TR | A | =O | — | — | — | −OH | Δ24,25(E) | 4.6 ± 1.7 | 10.9 ± 6.4 | 91.6 ± 3.4 |
| 3.Ganoderic acid T-N | A | −OH | — | — | — | −OCOCH3 | Δ24,25(E) | 42.0 ± 13.5 | 2.7 ± 0.4 | 24.4 ± 2.4 |
| 4.Ganoderic acid Sz | A | =O | — | — | — | −H | Δ24,25(Z) | 100.9 ± 35.9 | >200 | 50.6 ± 0.1 |
| 5.Ganoderic acid S | A | =O | — | — | — | −H | Δ24,25(E) | 80.5 ± 24.9 | >200 | 80.9 ± 6.8 |
| 6.Ganoderic acid Y | A | −OH | — | — | — | −H | Δ24,25(E) | >200 | >200 | 18.0 ± 1.3 |
| 7.Ganoderic acid A | B | =O | −OH | =O | −H | −OH | C25(R) | >200 | >200 | >200 |
| 8.Ganoderenic acid A | B | =O | −−OH | =O | −H | −OH | Δ20,22(E) | >200 | >200 | >200 |
| 9.Ganoderic acid C2 | B | −OH | −OH | =O | −H | −OH | C25(R) | >200 | >200 | >200 |
| 10.Ganoderic acid AM1 | B | −OH | =O | =O | −H | =O | C25(R) | >200 | 135.3 ± 24.6 | >200 |
| 11.Ganoderic acid K | B | −OH | −OH | =O | −OCOCH3 | =O | Not defined | >200 | 173.0 ± 5.2 | >200 |
| 12.Ganoderenic acid H | B | −OH | =O | =O | −H | =O | Δ20,22(E) | >200 | 28.0 ± 10.9 | >200 |
| 13.Ganoderic acid H | B | −OH | =O | =O | −OCOCH3 | =O | C20(S) | >200 | 143.9 ± 46.3 | >200 |
| 14.Ganoderic acid B | B | −OH | −OH | =O | −H | =O | C20(S), C25(R) | >200 | >200 | >200 |
| 15.Ganoderenic acid F | B | =O | =O | =O | −H | =O | Δ20,22(E) | >200 | 142.6 ± 43.1 | 110.6 ± 17.9 |
| 16.Ganoderenic acid C | B | −OH | −OH | =O | −H | −OH | Δ20,22(E) | >200 | >200 | >200 |
| 17.Ganoderenic acid Dc | B | =O | −OH | =O | −H | =O | Δ20,22(E) | >200 | 123.4 ± 22.5 | >200 |
| 18.Ganoderic acid C6 | B | −OH | =O | =O | −OH | =O | C25(R) | >200 | >200 | >200 |
| 19.Ganoderic acid C1 | B | =O | −OH | =O | −H | =O | C25(R) | >200 | >200 | >200 |
| 20.Ganoderic acid DM | B | =O | =O | −H | −H | −H | Δ24,25(E) | >200 | >200 | >200 |
| 21.Ganolucidic acid A | B | =O | −H | =O | −H | −OH | C25(R) | >200 | >200 | >200 |
| 22.Ganoderic acid Zeta | B | −OH | =O | =O | −H | =O | C23(OH), Δ24,25(E) | >200 | >200 | >200 |
| 23.Ganoderic acid LM2d | B | =O | −OH | =O | −H | =O | C23(OH), Δ24,25(E) | >200 | 130.0 ± 25.5 | >200 |
| 24.Ganoderic acid F | B | =O | =O | =O | −OCOCH3 | =O | C20(R) | >200 | >200 | >200 |
| 25.Ganoderol A | C | =O | −H | — | −CH3 | −CH2OH | Δ24,25(E) | >200 | 60.3 ± 13.7 | 20.4 ± 0.9 |
| 26.Ganoderol B | C | −OH | −H | — | −CH3 | −CH2OH | Δ24,25(E) | >200 | 35.5 ± 11 | >200 |
| 27.Ganoderiol F | C | =O | −H | — | −CH2OH | −CH2OH | Δ24,25 | >200 | >200 | >200 |
| 28.Ganodermanondiol | C | =O | −OH | −OH | −CH3 | −CH3 | C24(S) | >200 | 2.7 ± 0.6 | 64.9 ± 10.0 |
| 29.Ganodermanontriol | C | =O | −OH | −OH | −CH3 | −CH2OH | C24(S), C25(R) | >200 | >200 | >200 |
| 30.Lucialdehyde A | C | −OH | −H | — | −CH3 | −CHO | Δ24,25(E) | >200 | 164.3 ± 18.0 | 34.7 ± 5.5 |
| 31.Lucialdehyde Be | C | =O | −H | — | −CH3 | −CHO | Δ24,25(E) | >200 | 1.8 ± 1.6 | 7.1 ± 0.3 |