Table 3.
1 H-NMR and 13 C-NMR data of compounds 2-5
| NO. | 2 | 3 | 4 | 5 | ||||
|---|---|---|---|---|---|---|---|---|
| 1H-NMR 1 | 13C-NMR 1 | 1H-NMR 1 | 13C-NMR 1 | 1H-NMR 2 | 13C-NMR 2 | 1H-NMR 2 | 13C-NMR 2 | |
| 2 | 156.4 | 156.4 | 158.1 | 158.7 | ||||
| 3 | 133.0 | 133.0 | 134.6 | 134.2 | ||||
| 4 | 177.4 | 177.4 | 178.8 | 178.8 | ||||
| 5 | 156.3 | 156.3 | 162.8 | 162.7 | ||||
| 6 | 6.15 (1H, d, 1.9) | 98.7 | 6.15 (1H, d, 1.9) | 98.7 | 6.05 (1H, br.s) | 100.4 | 6.05 (1H, br.s) | 99.7 |
| 7 | 164.1 | 164.1 | 165.4 | 165.3 | ||||
| 8 | 6.39 (1H, d, 1.9) | 93.5 | 6.39 (1H, d, 1.9) | 93.5 | 6.24 (1H, br.s) | 94.5 | 6.25 (1H, br.s) | 94.6 |
| 9 | 161.1 | 161.1 | 158.0 | 158.0 | ||||
| 10 | 103.9 | 103.9 | 105.7 | 105.6 | ||||
| 1′ | 120.7 | 120.7 | 122.6 | 122.7 | ||||
| 2′, 6′ | 7.99 (2H, d, 9.2) | 130.8 | 7.99 (2H, d, 9.2) | 130.8 | 7.89 (2H, d, 8.8) | 132.0 | 7.95 (2H, d, 8.8) | 131.9 |
| 3′, 5′ | 6.86 (2H, d, 9.2) | 115.1 | 6.86 (2H, d, 9.2) | 115.1 | 6.78 (2H, d, 8.8) | 116.0 | 6.86 (2H, d, 8.8) | 115.9 |
| 4′ | 160.0 | 160.0 | 161.2 | 160.9 | ||||
| 1′′ | 5.45 (1H, d, 7.7) | 100.9 | 5.45 (1H, d, 7.7) | 100.9 | 5.57 (1H, d, 8.0) | 99.6 | 5.65 (1H, d, 8.4 ) | 100.3 |
| 2′′ | 3.28 (1H, d, 7.7) | 74.2 | 3.28 (1H, d, 7.7) | 74.2 | 4.92 (1H, d, 8.0) | 75.7 | 5.09 (1H, dd, 8.8,8.4) | 75.6 |
| 3′′ | 3.25 (1H, d, 7.7) | 76.2 | 3.25 (1H, d, 7.7) | 76.2 | 3.48 m | 76.2 | 3.71 (1H, dd, 8.8,8.8) | 76.1 |
| 4′′ | 3.18 (1H, m) | 69.9 | 3.18 (1H, m) | 69.9 | 3.30 m (1H, d, 8.8) | 71.5 | 3.44 (1H, dd, 8.8,8.8) | 71.9 |
| 5′′ | 3.38 (1H, m) | 74.1 | 3.38 (1H, m) | 74.1 | 3.21 m | 78.6 | 3.59 (1H, m) | 75.8 |
| 6′′ | 4.28 (1H, dd, 12.0, 2.0) | 63.0 | 4.28 (1H, dd, 12.0, 2.0) | 63.0 | 3.67 m | 62.5 | 4.23 (1H, br.d, 10.8) | 64.1 |
| 4.03 (1H, dd, 12.0, 2.0) | 4.03 (1H, dd, 12.0, 2.0) | 3.46 m | 4.37 (1H, br.d, 10.8) | |||||
| 1′′′ | 124.9 | 124.9 | 127.1 | 126.9 | ||||
| 2′′′, 6′′′ | 7.37 (2H, d, 8.5) | 130.1 | 7.37 (2H, d, 8.5) | 130.1 | 7.34 (2H, d, 8.4) | 131.0 | 7.30 (2H, d, 8.8) | 131.0 |
| 3′′′, 5′′′ | 6.79 (2H, d, 8.5) | 115.6 | 6.79 (2H, d, 8.5) | 115.6 | 6.70 (2H, d, 8.4) | 116.6 | 6.80 (2H, d, 8.8) | 116.6 |
| 4′′′ | 159.8 | 159.8 | 160.9 | 160.8 | ||||
| 7′′′ | 7.34 (1H, d, 15.8) | 144.6 | 7.34 (1H, d, 15.8) | 144.6 | 7.55 (1H, d, 16.0) | 146.6 | 7.40 (1H, d, 15.6) | 146.3 |
| 8′′′ | 6.11 (1H, d, 15.8) | 113.6 | 6.11 (1H, d, 15.8) | 113.6 | 6.25 (1H, d, 16.0) | 115.0 | 6.07 (1H, d, 15.6) | 114.5 |
| 9′′′ | 166.1 | 166.1 | 168.1 | 168.5 | ||||
| 1′′′′ | 126.9 | |||||||
| 2′′′′, 6′′′′ | 7.48 (2H, d, 8.8) | 131.0 | ||||||
| 3′′′′, 5′′′′ | 6.80 (2H, d, 8.8) | 116.6 | ||||||
| 4′′′′ | 160.9 | |||||||
| 7′′′′ | 7.72 (1H, d, 16.0) | 146.8 | ||||||
| 8′′′′ | 6.44 (1H, d, 16.0) | 115.1 | ||||||
| 9′′′′ | 168.2 | |||||||