Table 1.
1H and 13C NMR data of compounds 1–3 a.
| No. | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
| δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | |
| 2 | 131.4, C | 129.6, C | 129.8, C | |||
| 3 | 5.89, d (10.0) | 48.3, CH | 6.13, d (8.8) | 49.1, CH | 6.20, d (9.0) | 48.4, CH |
| 5 | 171.1, C | 170.7, C | 171.4, C | |||
| 6 | 4.45, t (8.0) | 58.8, CH | 4.35, t (7.9) | 58.7, CH | 4.45, t (8.2) | 58.9, CH |
| 7 | α 2.30, m β 1.88, m |
29.3, CH2 | α 2.33, m β 1.90, m |
29.5, CH2 | α 2.30, m β 1.87, m |
29.2, CH2 |
| 8 | 1.94, m | 22.6, CH2 | 1.90, m | 22.1, CH2 | 1.87, m | 22.5, CH2 |
| 9 | α 3.44, m β 3.50, t, 8.2 |
45.5, CH2 | α 3.44, m β 3.52, m |
44.8, CH2 | α 3.40, m β 3.52, m |
45.2, CH2 |
| 11 | 166.5, C | 166.0, C | 165.5, C | |||
| 12 | 82.1, C | 82.6, C | 84.1, C | |||
| 13 | 5.40, s | 68.4, CH | 5.43, s | 68.1, CH | 5.12, s | 73.5, CH |
| 14 | 107.9, C | 107.8, C | 107.5, C | |||
| 15 | 121.3, C | 120.6, C | 120.4, C | |||
| 16 | 7.72, d (8.7) | 121.8, CH | 7.72, d (9.3) | 121.1, CH | 7.57, d (8.7) | 120.3, CH |
| 17 | 6.69, dd (8.7, 1.3) | 109.3, CH | 6.69, dd (9.3, 2.1) | 108.7, CH | 6.74, dd (8.7, 2.2) | 108.8, CH |
| 18 | 156.0, C | 155.3, C | 155.3, C | |||
| 19 | 6.75, d (1.3) | 94.3, CH | 6.70, d (2.1) | 93.4, CH | 6.69, d (2.2) | 93.6, CH |
| 20 | 136.3, C | 135.3, C | 135.3, C | |||
| 21 | 6.88, d (8.4) | 85.5, CH | 6.78, d (8.2) | 85.0, CH | 6.77, d (8.2) | 85.1, CH |
| 22 | 5.26, d (8.4) | 116.0, CH | 5.06, d (8.2) | 118.3, CH | 5.02, d (8.2) | 118.1, CH |
| 23 | 146.9, C | 142.8, C | 143.0, C | |||
| 24 | 3.80, s | 65.2 CH2 | 1.73, s | 25.2, CH3 | 1.74, s | 25.4, CH3 |
| 25 | 1.87, s | 14.5, CH3 | 2.00, s | 18.3, CH3 | 2.00, s | 18.4, CH3 |
| 26 | α 1.91, m β 1.55, m |
51.3, CH2 | 2.92, d (8.8) | 80.0, CH | 2.92, d (9.0) | 79.3, CH |
| 27 | 83.2, C | 85.0, C | 85.2, C | |||
| 28 | 1.57, s | 24.6, CH3 | 1.44, s | 18.4, CH3 | 1.41, s | 18.3, CH3 |
| 29 | 0.95, s | 27.2, CH3 | 0.99, s | 25.3, CH3 | 0.98, s | 25.2, CH3 |
| 30 | 4.56, dd (7.0, 11.0) 4.88, dd (6.5, 11.0) |
68.5, CH2 | ||||
| 31 | 5.57, t (6.5) | 122.2, CH | ||||
| 32 | 134.5, C | |||||
| 33 | 1.75, s | 18.1, CH3 | ||||
| 34 | 1.77, s | 25.2, CH3 | ||||
| 18-OCH3 | 3.75, s | 55.8, CH3 | 3.76, s | 55.2, CH3 | 3.76, s | 55.2, CH3 |
| 12-OH | 5.10, br s b | 5.26, br s b | 6.16, br s | |||
| 13-OH | 6.68, br s b | 6.32, br s b | ||||
| 24-OH | 3.34, br s | |||||
| 26-OH | 5.52, br s | 5.37, br s | ||||
a Measured in DMSO-d6, at 500 MHz for 1H and 125 MHz for 13C with reference to the solvent signals, δ in ppm; b Exchangeable signals in the same column.