Table 1.
1H (500 MHz) and 13C (125 MHz) NMR data for plocamenone (4) in CDCl3 and isoplocamenone (5) in CD3OD.
| Plocamenone (4) | Isoplocamenone (5) | |||||||
|---|---|---|---|---|---|---|---|---|
| Position | δH (J in Hz) | δCa, mult | gCOSY | gHMBC | δH (J in Hz) | δCb, mult | gCOSY | gHMBC |
| 1a | 6.13, s | 131.2, CH2 | 9 | 2, 3, 9 | 5.91, s | 129.0, CH2 | 9 | 2, 3, 9 |
| 1b | 6.00, s | |||||||
| 2 | - | 141.7, C | - | - | - | 143.5, C | - | - |
| 3 | - | 191.5, C | - | - | - | 192.3, C | - | - |
| 4 | - | 129.9, C | - | - | 133.7, C | - | ||
| 5 | 6.20, s | 133.3, CH | - | 3, 4, 6, 7, 10 | 6.84, s | 140.8, CH | - | 3, 4, 6, 7, 10 |
| 6 | - | 69.0, C | - | - | - | 69.7, C | - | - |
| 7 | 4.36, dd, (3, 9) | 62.1, CH | 8a, 8b | 5, 6, 8, 10 | 4.97, dd, (2.5, 9) | 61.5, CH | 8a, 8b | 6, 8, 10 |
| 8a | 3.72, dd, (9, 12) | 46.3, CH2 | 7, 8b | 7 | 3.93, dd, (9, 13) | 47.1, CH2 | 7, 8b | 7 |
| 8b | 4.24, dd, (3, 12) | 7, 8a | 6 | 4.38, dd, (2.5, 13) | 7, 8a | 6 | ||
| 9 | 1.94, s | 16.5, CH3 | 1 | 1, 2, 3 | 1.97, s | 18.0, CH3 | 1b | 1, 2, 3 |
| 10 | 1.75, s | 26.8, CH3 | - | 5, 6, 7 | 2.05, s | 26.2, CH3 | - | 5, 6, 7 |
a Carbon assignments based on DEPT NMR experiments; b Carbon assignments based on gHSQCAD and gHMBC NMR experiments.