Table 3 1H and 13C NMR assignments for compounds (1–5, 12)
N0 | 1 | 2 | 3 | 4 | 5 | 12 | ||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
|  | 1H (DMSO-d6) | 13C (DMSO-d6) | 1H (MeOD + CDCl3) | 13C (MeOD + CDCl3) | 1H (MeOD) | 13C | 1H (DMSO-d6) | 13C (DMSO-d6) | 1H (CD3OD) | 13C (CD3OD) | 1H (CDCl3) | 13C (CDCl3) |
1 | Â | Â | Â | 128.0 | Â | 128.0 | Â | Â | Â | Â | Â | Â |
2 | 5.32 (1H, dd, 12.6, 2.9) | 79 .0 | 7.49 (1H, d, 8.6) | 131.0 | 7.51 (1H, d, 8.7) | 131.0 |  | 164.4 |  | 163.0 |  | 136.5 |
3 | 2.51 (H3a) | 42 .3 | 6.84 (1H, d, 8.6) | 116.6 | 6.83 (1H, d, 8.7) | 116.6 | 6.78 (1H, s) | 106.5 | 6.58 (1H,s) | 103.1 | 6 .70 (1H, s, OH) | 144.9 |
2.98 (H3b) | ||||||||||||
4 |  | 196 .3 |  | 160.5 |  | 160.5 |  | 180.4 |  | 182.0 |  | 175.6 |
5 | 3.72 (OMe) | 163.0 | 6.84 (1H, d, 8.6) | 116.6 | 6.83 (1H, d, 8.7) | 116.6 | 12.96 (1H, s, OH) | 164.94 |  | 164.3 | 11 .49 (1H, s, OH) | 156.6 |
6 | 6.04 (1H, d, 2.2) | 104.6 | 7.49 (1H, d, 8.6) | 131.0 | 7.51 (1H, d, 8.7) | 131.0 | 6.19 (1H, d, 2.0) | 104.8 | 6.83 (1H,d, 2.1Â Hz) | 99.9 | 6.33 (1H,s) | 130.4 |
7 | 9 .60 (OH) | 167.1 |  |  |  |  | OH | 160.1 |  | 157.0 | 6 .46 (1H, s, OH) | 155.4 |
8 | 5.94 (1H, d, 2.2) | 95.4 | Â | Â | Â | Â | 6.48 (1H, d, 2.0) | 99.3 | 6.71 (1H,d, 2.1) | 99.6 | 4.05 (3H, s, OMe) | 148.0 |
9 | Â | 162.8 | Â | Â | Â | Â | Â | 160.7 | Â | 161.1 | Â | 155.4 |
10 | Â | 101.6 | Â | Â | Â | Â | Â | 109.3 | Â | 105.4 | Â | 130.7 |
1′ |  | 129.6 |  | 106.3 |  | 106.3 |  | 123.1 |  | 121.0 |  | 126.9 |
2′ | 7.28 (1H, d, 8.6) | 127.6 |  | 165.9 | 7.51 (1H, d, 8.7) | 165.9 | 7.93 (1H, d, 8.8) | 129.3 | 7.83 (1H,d, 8.8) | 128.7 | 8.24 (2H, d, 7.1) | 128.8 |
3′ | 6.77 (1H, d, 8 .6) | 115.0 | 5.99 (1H, d, 2.2) | 92.2 | 6.31 (1H, d, 2.2) | 92.2 | 6.93 (1H, d, 8.8) | 117.0 | 6.92 (1H,d, 8.8) | 116.0 | 7.60 (1H,m) | 127.5 |
4′ | 9 .60 (1H, s, OH) | 157.6 |  | 168.2 |  | 168.2 | OH | 162.6 |  | 161.5 | 7.49 (1H,m) | 98.2 |
5′ | 6.77 (1H, d, 8 .6) | 115.0 | 5.96 (1H, d, 2.2) | 96.9 | 6.24 (1H, d, 2.2) | 96.9 | 6.93 (1H, d, 8.8) | 117.0 | 6.92 (1H,d, 8.8) | 116.0 | 7.60 (1H,m) | 127.5 |
6′ | 7.28 (1H, d, 8.6) | 127.6 |  | 164.2 | 7.51 (1H, d, 8.7) | 164.2 | 7.93 (1H, d, 8.8) | 129.3 | 7.83 (1H,d, 8.8) | 128.7 | 8.24 (2H, d, 7.1) | 128.8 |
OMe-5 | 3.72 | 55.4 | Â | Â | Â | Â | Â | Â | Â | Â | Â | Â |
OMe-6′ |  |  | 3.93 | 56.2 | 3.95 | 56.2 |  |  |  |  |  |  |
OMe-8 | Â | Â | Â | Â | Â | Â | Â | Â | Â | Â | Â | 61.9 |
|  |  |  | 7.73 (1H, d, 16.0, Hα) | 125.2 (CH-α) | 7.72 (1H, s, Hα) | 125.2 |  |  |  |  |  |  |
|  |  |  | 7.68 (1H, d, 16.0, Hβ) | 143.5 (CH-β) | 7.71 (1H, s, Hβ), | 143.5 |  |  |  |  |  |  |
|  |  |  |  | 193.6 (C = O) |  | 193.6 (C = O) |  |  |  |  |  |  |
1″ |  |  |  |  | 4.99 (1H, d, 7.5) | 103.7 |  |  | 4.90 (1H,d) 7.6 | 105.1 |  |  |
2″ |  |  |  |  | 4.24 | 71.0 |  |  | 3.50-3.25 (4H,m) | 74.8 |  |  |
3 ″’ |  |  |  |  | 3.61 | 77.2 |  |  | 3.50-3.25 (4H,m) | 77.5 |  |  |
4″ |  |  |  |  | 3.60 | 78.9 |  |  | 3.50-3.25 (4H,m) | 71.8 |  |  |