Table 3.
1H (400 MHz) and 13C NMR (100 MHz) data of compound stehisoferulin 4 (δ in ppm, J in Hz)a and authentic stephisoferulin
| Position | 13C-NMR | 1H-NMR | ||
|---|---|---|---|---|
| Stephisoferuline (4) | Authentic stephisoferuline25 |
Stephisoferuline (4) | Authentic Stephisoferuline25 |
|
| 1 | 116.48 | 116.6 | 6.70 (d, 8.0) | 6.67 (d, 8.6) |
| 2 | 107.22 | 106.6 | 6.46 (d, 8.0) | 6.44 (d, 8.6) |
| 3 | 147.31 | 147.0 | - | - |
| 4 | 143.62 | 143.7 | - | - |
| 5 | 30.54 | 31.2 |
2.08 (m) 3.33 (m) |
2.12 (dd, 15.0, 2.4) 3.14 (dd, 15.0, 3.6) |
| 6 | 67.10 | 67.6 | 5.41 (m) | 5.39 (m) |
| 7 | 80.55 | 80.5 | 3.89 (overlapped) | 3.78 (d, 3.6) |
| 8 | 101.37 | 101.7 | - | - |
| 9 | 36.94 | 36.6 |
2.72 (m) 1.99 (d, 10.3) |
2.68 (dd, 6.6,10.8) 1.52 (d, 10.8) |
| 10 | 77.67 | 77.5 | 4.97 (d, 5.7) | 4.96 (d, 6.6) |
| 11 | 133.20 | 133.8 | - | - |
| 12 | 128.37 | 127.5 | - | - |
| 13 | 46.65 | 46.3 | - | - |
| 14 | 77.23 | 77.5 | - | - |
| 15 | 35.67 | 34.2 |
1.98* 2.71* |
1.86 (ddd, 7.8, 10.8, 13.2) 2.50 (ddd, 3.6, 10.8, 12.6) |
| 16 | 41.46 | 41.5 | 3.40 (m) | 3.39 (m) |
| C-1ʹ | 166.95 | 167.2 | - | - |
| C-2ʹ | 117.06 | 116.9 | 5.30 (d, 16.0) | 5.33 (d, 16.2) |
| C-3ʹ | 142.87 | 142.5 | 7.10 (d, 16.0) | 7.06 (d, 16.2) |
| C-4ʹ | 128.37 | 128.4 | - | - |
| C-5ʹ | 113.07 | 113.2 | 6.90 (d, 2.0) | 6.91 (d, 1.8) |
| C-6ʹ | 145.61 | 145.60 | - | - |
| C-7ʹ | 148.15 | 148.1 | - | - |
| C-8ʹ | 110.43 | 110.3 | 6.81 (d, 8.3) | 6.81 (d, 8.4) |
| C-9ʹ | 121.63 | 121.5 | 6.86 (dd, 8.3, 2.0) | 6.86 (dd, 8.4, 1.8) |
| 3-OMe | 55.54 | 55.2 | 3.35 (s) | 3.35 (s) |
| 7-OMe | 56.99 | 57.2 | 3.40 (s) | 3.41 (s) |
| 8-OMe | 52.19 | 51.4 | 3.60 (s) | 3.57 (s) |
| 7ʹ-OMe | 55.97 | 55.9 | 3.91 (s) | 3.94 (s) |
*Due to overlapping signals, J values were not possible to determine; 25, reference