Table 1.
1H and 13C NMR data (600 MHz, DMSO-d6) for compounds 1–3.
| Position | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
| δ C | δH, mult (J in Hz) | δ C | δH, mult (J in Hz) | δ C | δH, mult (J in Hz) | |
| 1 | 163.1 | 160.9 | 162.9 | |||
| 2 | 9.37, s | 9.25, s | 9.35, s | |||
| 3 | 124.5 | 124.7 | 124.7 | |||
| 4 | 160.2 | 159.3 | 160.1 | |||
| 6a | 45.6 | 3.52, d (13.2) | 43.4 | 3.42, ddd (12.0, 10.2, 1.8) | 40.6 | 3.47, m |
| 6b | 3.94, overlap | 3.91, ddd (12.0, 8.4, 8.4) | ||||
| 7a | 51.1 | 3.95, overlap | 28.4 | 2.13, m | 27.6 | 2.12, m |
| 7b | 1.76, ddd (13.2, 8.4, 1.8) | 1.86, dq (12.0, 9.6) | ||||
| 8 | 57.4 | 3.93, overlap | 74.0 | 4.22 dd (4.8, 4.8) | 73.6 | 4.29, ddd (14.4, 6.0, 3.0) |
| 8-OH | 5.52, d (4.8) | 5.14, d (6.0) | ||||
| 9 | 86.0 | 94.5 | 87.1 | |||
| 9-OH | 7.54, s | |||||
| 9-OMe | 50.6 | 3.23, s | 51.8 | 3.42, s | ||
| 10 | 113.4 | 7.02, s | 112.0 | 7.04, s | 112.6 | 7.03, s |
| 11 | 104.0 | 103.3 | 103.7 | |||
| 12 | 126.2 | 126.2 | 126.2 | |||
| 13 | 119.7 | 7.32, d (7.8) | 118.6 | 7.14, d (7.8) | 119.0 | 7.22, d (7.8) |
| 14 | 119.3 | 7.00, dd (7.8, 7.8) | 119.5 | 7.02, dd (7.8, 7.8) | 119.4 | 7.02, dd (7.8, 7.8) |
| 15 | 120.7 | 7.08, dd (7.8, 7.8) | 120.8 | 7.10, dd (7.8, 7.8) | 120.8 | 7.09, dd (7.8, 7.8) |
| 16 | 111.4 | 7.41, d (7.8) | 111.7 | 7.43, d (7.8) | 111.6 | 7.42, d (7.8) |
| 17 | 135.1 | 135.2 | 135.1 | |||
| 18-NH | 11.06, s | 11.09, s | 11.09, s | |||
| 19 | 144.6 | 144.3 | 144.5 | |||
| 20 | 39.0 | 39.0 | 39.0 | |||
| 21 | 145.1 | 6.08, dd (17.4, 10.8) | 145.1 | 6.08, dd (17.4, 10.8) | 145.1 | 6.07, dd (17.4, 10.8) |
| 22a | 111.7 | 5.05, d (17.4) | 111.7 | 5.04, d (17.4) | 111.7 | 5.04, d (17.4) |
| 22b | 5.06, d (10.8) | 5.06, d (10.8) | 5.06, d (10.8) | |||
| 23 | 27.4 | 1.50, s | 27.4 | 1.49, s | 27.4 | 1.49, s |
| 24 | 27.8 | 1.45, s | 27.7 | 1.47, s | 27.7 | 1.45, s |