Table 1. 1H NMR (400.13 MHz for 1H, 100.61 MHz for 13C, DMSO-d6, 30°C).
Atom # | Silybin A-7,23-diyl bis(hydrogen sulphate) | Silybin B-7,23-diyl bis(hydrogen sulphate) |
2 | 5.077(d, 11.2) | 5.076 (d, 11.4) |
3 | 4.601 (dd, 6.1, 11.2) | 4.593 (dd, 6.3, 11.4) |
6 | 5.915 (d, 2.1) | 5.912 (d, 2.1) |
8 | 5.879 (d, 2.1) | 5.882 (d, 2.1) |
10 | 4.357 (ddd, 2.5, 5.8, 7.8) | 4.350 (ddd, 2.6, 5.9, 7.8) |
11 | 4.873 (d, 7.8) | 4.876 (d, 7.8) |
13 | 7.096 (d, 1.9) | 7.088 (d, 1.9) |
15 | 7.025 (dd, 1.9, 8.1) | 7. 032 (dd, 1.9, 8.2) |
16 | 6.991 (d, 8.1) | 6.995 (d, 8.2) |
18 | 7.034 (d, 1.9) | 7.043 (d, 2.0) |
21 | 6.802 (d, 8.1) | 6. 799 (d, 8.1) |
22 | 6.861 (dd, 1.9, 8.1) | 6.864 (dd, 2.0, 8.1) |
23 | 3.768 (dd, 2.5, 11.1) | 3.765 (ddd, 2.6, 11.1) |
3.691 (dd, 5.8, 11.1) | 3.692 (ddd, 5.9, 11.1) | |
3-OH | 5.786 (d, 6.1) | 5.783 (d, 6.3) |
5-OH | 11.881 (s) | 11.886 (s) |
7-OH | n.d. | n.d. |
19-OMe | 3.790 (s) | 3.793 (s) |
20-OH | 9.141 (s) | 9.120 (s) |
23-OH | n.d. | n.d. |