Table 2.
13C-NMR (150 MHz), 1H-NMR (600 MHz) and HMBC spectral data of 8,9,11,12-tetrahydromecambrine (3) in CDCl3 (δ in ppm, J in Hz).
Position | 13C (δ, CDCl3) | Type | 1H (J, Hz) | HMBC (2J, 3J) |
---|---|---|---|---|
1 | 140.7 | Cq | - | - |
1a | 134.3 | Cq | - | - |
1b | 124.5 | Cq | - | - |
2 | 148.2 | Cq | - | - |
3 | 106.5 | CH | 6.49 s | C1a, C1, C2,C4 |
3a | 126.9 | Cq | - | |
4 | 27.4 | CH2 | 2.92 (m) ax | C1b, C5 |
2.72 (m) eq | C1b, C1a, C3 | |||
5 | 55.0 | CH2 | 3.09 (m) ax | C1b, C4, NCH3, C6a |
2.45 (m) eq | ||||
6a | 65.7 | CH | 3.30 br s | - |
7 | 44.5 | CH2 | 2.59 (m) ax | C3a, C1a, C8, C7a, C6a |
1.75 (m) eq | C8, C12, C7a, C6a | |||
7a | 46.0 | Cq | - | - |
8 | 34.6 | CH2 | 2.14 (m) ax | C3a, C12, C7 |
2.02 (m) eq | C3a, C12, C7a | |||
9 | 39.0 | CH2 | 2.47 (m) | C8, C11, C7a |
C8, C11, C7a | ||||
10 | 211.7 | C=O | - | - |
11 | 38.6 | CH2 | 2.70 (m) ax | C12, C7a |
2.43 (m) eq | C12, C7a | |||
12 | 36.5 | CH2 | 2.50 (m) ax | C8, C11, C7 |
1.93 (m) eq | C3a, C8, C11, C7a | |||
N-CH3 | 43.5 | CH3 | 2.39 s | C5, C6a |
Methlenedioxy | 100.6 | CH2 | 5.88 d (J = 1.2) | C1, C2 |
(O-CH2-O) | 5.83 d (J = 1.2) | C1, C2 |