Table 2.
Position | Chemical Shift in ppm | |||||
---|---|---|---|---|---|---|
1H (coupling constant J in Hz) | 13C | |||||
1 b | 2 b | 3 + 4 c | 1 b | 2 b | 3 + 4 c | |
1 | 6.47 br d (1.2), 1H | 6.47 d (1.0), 1H | 6.91 d (1.2), 1H | 127.8 | 129.1 | 129.0 |
2 | - | - | - | 185.8 | 185.7 | 187.2 |
3 | 6.78 d (1.3), 1H | 6.78 d (1.0), 1H | 6.80 d (1.2), 1H | 131.4 | 130.9 | 131.7 |
4 | - | - | - | 150.7 | 151.3 | 152.4 |
5 | - | - | - | 53.5 | 55.1 | 54.3 |
6 | 1.45 ddd (3.7, 13.3, 17.5), 1H | 1.44 ddd (9.3, 13.5, 17.7), 1H | 1.51 ddd (4.0, 13.5, 17.5), 1H | 33.1 | 33.2 | 33.9 |
3.11 dt (3.0, 6.1), 1H | 3.12 dt (3.3, 13.3), 1H | 3.00 m, 1H | ||||
7 | 1.71 m, 1H | 1.65 m, 1H | 1.66 m, 1H | 26.5 | 27.2 | 27.5 |
2.78 m, 1H | 2.49 ddd (4.2, 13.9, 17.1), 1H | 2.66 m, 1H | ||||
8 | 1.75 m, 1H | 1.78 m, 1H | 1.82 m, 1H | 39.7 | 43.7 | 40.0 |
9 | - | - | - | 55.0 | 53.6 | 55.9 |
10 | - | - | - | 155.4 | 155.7 | 156.2 |
11 | 2.78 m, 1H | 2.69 dd (8.2, 14.3), 1H | 2.80 m, 1H | 38.9 | 39.2 | 36.9 |
2.65 dd (11.1, 14.5), 1H | 2.94 dd (6.3, 14.2), 1H | 2.93 m, 1H | ||||
12 | 5.55 dd (5.2, 11.1), 1H | 5.57 t (7.0), 1H | 5.72 dd (5.5, 11.1), 1H | 71.3 | 72.0 | 72.4 |
13 | - | - | - | 123.5 | 125.0 | 135.0 |
14 | 6.45 m, 1H | 6.41 m, 1H | 7.40 and 7.39 br s, 1H | 108.1 | 107.8 | 149.8 |
15 | 7.47 br t (1.5, 3.1), 1H | 7.49 br d (1.6), 1H | 6.20 and 6.18 br s, 1H | 144.4 | 144.6 | 99.3 |
16 | 7.54 br s, 1H | 7.45 m, 1H | - | 140.5 | 139.7 | 170.9 |
17 | 1.17 d (6.4), 3H | 1.23 d (6.7), 3H | 1.15 d (5.8), 3H | 16.9 | 17.7 | 17.1 |
18 | - | - | - | 165.3 | 165.5 | 166.7 |
18-OMe | 3.84 s, 3H | 3.84 s, 3H | 3.71 s, 3H | 53.0 | 52.9 | 53.3 |
19 | - | - | - | 166.3 | 166.7 | 168.4 |
19-OMe | 3.65 s, 3H | 3.71 s, 3H | 3.60 s, 3H | 53.2 | 53.1 | 53.7 |
20 | - | - | - | 172.2 | 173.1 | 174.0 |
a All assignments were confirmed unequivocally as based on COSY, HSQC, HMBC and NOESY experiments; Spectra obtained in: b CDCl3 (300 MHz for 1H and 75 MHz for 13C NMR, respectively) and c CD3OD (600 MHz for 1H and 150 MHz for 13C NMR, respectively).