1H NMR data of berberine and its metabolites HM1-4 in humans and rats
All spectra were recorded on an AV-600 spectrometer in DMSO-d6.
No. | Berberine | HM1 (RM3) | HM2 | HM3 | HM4 (RM2) |
|---|---|---|---|---|---|
| 1 | 7.79 (1H, s) | 8.02 (1H, s) | 7.73 (1H, s) | 7.82 (1H, s) | 7.77 (1H, s) |
| 4 | 7.09 (1H, s) | 6.92 (1H, s) | 7.19 (1H, s) | 7.09 (1H, s) | 7.10 (1H, s) |
| 5 | 3.22 (2H, t, 5.6 Hz) | 3.19 (2H, t, 5.6 Hz) | 3.17 (2H, o) | 3.21 (2H, o) | 3.24 (2H, o) |
| 6 | 4.95 (2H, t, 5.6 Hz) | 4.93 (2H, t, 5.6 Hz) | 4.94 (2H, m) | 4.92 (2H, m) | 5.10 (1H, m); 4.85 (1H, m) |
| 8 | 9.91 (1H, s) | 9.85 (1H, s) | 9.93 (1H, s) | 9.84 (1H, s) | 10.15 (1H, s) |
| 11 | 8.20 (1H, d, 8.7 Hz) | 8.19 (1H, d, 9.2 Hz) | 8.21 (1H, d, 9.2 Hz) | 8.14 (1H, d, 9.0 Hz) | 8.19 (1H, d, 9.2 Hz) |
| 12 | 8.01 (1H, d, 8.7 Hz) | 8.11 (1H, d, 9.2 Hz) | 8.04 (1H, d, 9.2 Hz) | 7.89 (1H, d, 9.0 Hz) | 8.04 (1H, d, 9.2 Hz) |
| 13 | 8.96 (1H, s) | 8.81 (1H, s) | 9.04 (1H, s) | 9.01 (1H, s) | 8.89 (1H, s) |
| 2,3-OCH2O | 6.17 (2H, s) | 6.18 (2H, s) | 6.18 (2H, s) | ||
| 2-OCH3 | 3.93 (3H, s) | ||||
| 9-OCH3 | 4.10 (3H, s) | 4.09 (3H, s) | 4.10 (3H, s) | 4.14 (3H, s) | |
| 10-OCH3 | 4.07 (3H, s) | 4.06 (3H, s) | 4.08 (3H, s) | 4.04 (3H, s) | |
| 3-OH | 9.78 (1H, s) | ||||
| GlcUA-1′ |
|
| 5.14 (1H, d, 7.0 Hz) | 5.15 (1H, d, 7.5 Hz) | 4.82 (1H, d, 7.0 Hz) |
s, singlet; d, doublet; t, triplet; m, multiplet; o, overlapped; GlcUA, glucuronic acid.