Table 1.
NMR spectroscopic data of briarellin T (1) acquired in CDCl3 at 400 MHz.
| Position | δC, mult. a | δH, mult. (J in Hz) b | HMBC | COSY |
|---|---|---|---|---|
| 1 | 37.8, CH | 2.53, dt (10.7, 8.5) | 11 | 2, 10, 14 |
| 2 | 95.3, CH | 4.09. d (8.5) | 4, 9, 14, 18 | 1 |
| 3 | 80.3, C a | |||
| 4 | 71.7, CH a,b | 5.33, m (overlap) | 5, 21 | 5 |
| 5a | 29.0, CH2 | 2.76, ddd (14.6, 9.2, 6.3) | 4, 6 | |
| 5b | 2.14, m (overlap) | |||
| 6 | 124.8, CH | 5.36, m (overlap) | 8, 19 | 5 |
| 7 | 129.9, C | |||
| 8a | 44.6, CH2 | 2.62, dd (13.5, 6.8) | 19 | 9 |
| 8b | 2.05, m (overlap) | |||
| 9 | 79.5, CH | 4.64, dd (6.6, 2.4) | 2, 7, 10 | 8, 10 |
| 10 | 51.9, CH | 2.32, dt (8.7, 8.0, 2.7) | 1, 9 | |
| 11 | 75.8, C | |||
| 12 | 214.3, C | |||
| 13a | 38.9, CH2 | 2.41, m | 12, 14 | 14 |
| 13b | 2.34, m | |||
| 14 | 38.0, CH | 2.32, m (overlap) | 1, 12, | 1, 13, 15 |
| 15 | 35.1, CH | 1.88, s | 14, 16, 17 | |
| 16a | 66.9, CH2 | 3.78, dd (13.7, 3.6) | 3, 17 | 15 |
| 16b | 3.30, dd, (13,7, 6.2) | |||
| 17 | 11.4, CH3 | 0.79, d (7.1) | 14, 15, 16 | 15 |
| 18 | 20.5, CH3 | 1.38, s | 2, 3, 4 | |
| 19 | 18.8, CH3 | 1.89, s | 6, 7, 8 | |
| 20 | 22.6, CH3 | 1.43, s | 10, 11, 12 | |
| 21 | 173.5, C | |||
| 22 | 34.6, CH2 | 2.34, m | ||
| 23 | 25.1, CH2 | 1.62, m | 21 | |
| 24 | 28.9 *, CH2 | 1.29, m | ||
| 25 | 28.9 *, CH2 | 1.29, m | ||
| 26 | 31.7, CH2 | 1.25, m | ||
| 27 | 22.6, CH2 | 1.27, m | 28 | |
| 28 | 14.0, CH3 | 0.88, t (7.0) | 26, 27 | 27 |
a δC values were obtained by the assistance of the HMBC correlations; b δC values were obtained by the assistance of the heteronuclear single-quantum correlation spectroscopy (HSQC); * This values can be exchanged.