Table 2.
BDEs and IPs of hispidin oligomers calculated at B3P86/6-31+G(d,p) level.
| Compounds | BDEs (kcal/mol) | IP (eV) | IC50 (µmol/L) | |||||
|---|---|---|---|---|---|---|---|---|
| 4-OH | 11-OH | 12-OH | 4'-OH | 11'-OH | 12'-OH | |||
| (a) Gas phase | ||||||||
| Hispidin (trans) | 90.0 | 78.9 | 75.0 | - | - | - | 7.75 | 1.31 ± 0.81 |
| Hispidin (cis) | 89.1 | 78.2 | 76.0 | - | - | - | 7.95 | 1.31 ± 0.81 |
| 3,14'-Bihispidinyl | 83.6 | 78.9 | 74.8 | 89.2 | 77.1 | 74.6 | 7.08 | 0.90 ± 0.61 |
| Hypholomine B (syn) | - | 77.4 | 73.9 | 89.9 | 77.5 | 77.5 | 7.7 | 0.31 ± 0.22 |
| Hypholomine B (anti) | - | 88.6 | 75.4 | 91.2 | 77.8 | 77.7 | 7.7 | 0.31 ± 0.22 |
| 1,1-Distyrylpyrylethan | 101.2 | 78.8 | 74.6 | 99.2 | 88.6 | 74.7 | 7.2 | 0.37 ± 0.15 |
| (b) PCM | ||||||||
| Hispidin (trans) | 90.6 | 80.3 | 76.2 | - | - | - | 6.24 | 1.31 ± 0.81 |
| Hispidin (cis) | 90.9 | 79.3 | 77.0 | - | - | - | 6.30 | 1.31 ± 0.81 |
| 3,14'-Bihispidinyl | 84.8 | 80.4 | 76.3 | 90.2 | 79.3 | 76.6 | 6.10 | 0.90 ± 0.61 |
| Hypholomine B (syn) | - | 79.1 | 75.7 | 92.8 | 79.4 | 79.2 | 6.3 | 0.31 ± 0.22 |
| Hypholomine B (anti) | - | 84.7 | 76.3 | 92.7 | 79.9 | 79.7 | 6.3 | 0.31 ± 0.22 |
| 1,1-Distyrylpyrylethan | 97.2 | 79.7 | 76.1 | 94.4 | 85.4 | 76.2 | 6.2 | 0.37 ± 0.15 |