Table 1.
13C- and 1H-NMR data of suffruyabiosides A (1) and B (2) in CD3OD.
| Suffruyabioside A (1) | Suffruyabioside B (2) | ||||||
|---|---|---|---|---|---|---|---|
| δC | δH, J in Hz | HMBC a | δC | δH, J in Hz | HMBC a | ||
| 1 | 90.1, C | - | 90.1, C | - | |||
| 2 | 88.8, C | - | 87.8, C | - | |||
| 3 | 44.7, CH2 | 1.73, d, 13.0 | 4, 5 | 41.4, CH2 | 1.76, d, 13.9 | 2, 5 | |
| 2.21, d, 13.0 | 2.18, d, 13.9 | ||||||
| 4 | 106.1, C | - | 104.0, C | - | |||
| 5 | 41.1, CH | 2.52, m | 1, 4, 7 | 40.7, CH | 2.56, m | 3, 7 | |
| 6 | 72.5, C | - | 72.5, C | - | |||
| 7 | 27.1, CH2 | 1.73, bd, 12.3 | 1, 2, 4 | 24.2, CH2 | 1.67, d, 9.5 | 1, 2, 5 | |
| 2.50, m | 2.56, m | ||||||
| 8 | 63.8, CH2 | 4.87, s | 1, 6, 9, 7' | 62.8, CH2 | 4.80, s | 9, 7' | |
| 9 | 103.0, CH | 5.40, s | 1, 2 | 102.9, CH | 5.50, s | 2 | |
| 10 | 22.5, CH3 | 1.25, s | 1, 2, 3 | 20.4, CH3 | 1.22, s | 1, 2, 3 | |
| 1' | 131.1, C | - | 132.1, C | - | |||
| 2' | 130.7, CH | 8.08, dt, 7.8, 1.2 | 3', 4', 6', 7' | 131.5, CH | 8.09, dt, 7.6, 1.4 | 1', 3', 4', 7' | |
| 3' | 130.6, CH | 7.53, t, 7.8 | 1', 2', 5' | 130.6, CH | 7.54, t, 7.6 | 2', 4' | |
| 4' | 135.3, CH | 7.64, tt, 7.4, 1.2 | 2', 3', 5', 6' | 135.3, CH | 7.66, tt, 7.6, 1.4 | 3', 5' | |
| 5' | 130.6, CH | 7.53, t, 7.8 | 1', 2', 3' | 130.6, CH | 7.54, t, 7.6 | 4', 6' | |
| 6' | 130.7, CH | 8.08, dt, 7.8, 1.2 | 2', 3', 4', 7' | 131.5, CH | 8.09, dt, 7.6, 1.4 | 1', 4', 5', 7' | |
| 7' | 168.3, C | - | 168.3, C | - | |||
| 1" | 120.0,C | - | 132.0,C | - | |||
| 2" | 133.8, CH | 7.93, dd, 8.8, 1.9 | 4", 6", 7" | 131.4, CH | 8.07, dt, 8.3, 1.3 | 1", 3", 4", 7" | |
| 3" | 112.0, CH | 6.86, dd, 8.8, 1.9 | 1", 5" | 130.4, CH | 7.51, t, 8.3 | 2", 4" | |
| 4" | 163.6, C | - | 135.2, CH | 7.65, tt, 8.3, 1.3 | 3", 5" | ||
| 5" | 112.0, CH | 6.86, dd, 8.8, 1.9 | 1", 3" | 130.4, CH | 7.51, t, 8.3 | 4", 6" | |
| 6" | 133.8, CH | 7.93, dd, 8.8, 1.9 | 2", 4", 7" | 131.4, CH | 8.07, dt, 8.3, 1.3 | 1", 4", 5", 7" | |
| 7" | 168.8, C | - | 168.8, C | - | |||
| 1"' | 100.6, CH | 4.64, d, 7.8 | 1, 5"' | 100.6, CH | 4.65, d, 7.8 | 1, 5"' | |
| 2"' | 75.4, CH | 3.34, m | 4"' | 75.5, CH | 3.35, m | 4"' | |
| 3"' | 78.7, CH | 3.35, m | 1"', 5"' | 79.1, CH | 3.30, m | 1"', 5"' | |
| 4"' | 82.1, CH | 3.64, m | 2"', 1"" | 82.2, CH | 3.64, m | 2"', 1"" | |
| 5"' | 77.1, CH | 3.39, m | 3"' | 77.1, CH | 3.39, m | 3"' | |
| 6"' | 63.3, CH2 | 3.69, dd, 11.9, 5.7 | 5"' | 63.3, CH2 | 3.70, dd, 12.0, 6.3 | 5"' | |
| 3.93, dd, 11.9, 2.0 | 5"' | 3.93, dd, 12.0, 2.0 | 4"' | ||||
| 1"" | 105.7, CH | 4.44, d, 7.8 | 3"" | 105.7, CH | 4.44, d, 7.8 | 3"" | |
| 2"" | 75.6, CH | 3.38, m | 1"", 4"" | 75.6, CH | 3.40, m | 4"" | |
| 3"" | 72.4, CH | 3.33, m | 1"", 5"" | 72.8, CH | 3.30, m | 1"", 5"" | |
| 4"" | 74.7, CH | 3.68, m | 2"", 3"" | 74.7, CH | 3.60, m | 2"", 3"" | |
| 5"" | 78.7, CH | 3.86, m | 3"" | 78.7, CH | 3.81, m | 3"" | |
| 6"" | 65.4, CH2 | 4.65, dd, 12.8, 5.1 | 65.4, CH2 | 4.66, dd, 11.9, 3.8 | 7", 4"" | ||
| 4.86, dd, 12.8, 2.0 | 7", 4"" | 4.86, dd, 11.9, 2.0 | 7" | ||||
a HMBC correlations are from carbon stated to the indicated proton(s).