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. 2013 Jul 29;18(8):8994–9009. doi: 10.3390/molecules18088994

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