Table 1.
NMR data and HMBC correlations for geissospermiculatine (δ in ppm) a.
| Compound | |||
|---|---|---|---|
| Position | δH (mult., J in HZ) | δ C | HMBC b |
| 2 | 3.97 (d, 5.5) | 64.44 | 6, 7, 14 |
| 3 | 1.91 (br s) | 33.76 | |
| 5 | 2.99 (m) and 3.47 (m) | 54.75 | 7, 16 |
| 6 | 2.17 (ddd, 11.6, 11.1, 3.4) and 2.37 (m) | 37.93 | 2, 5, 7 |
| 7 | 52.14 | ||
| 8 | 135.97 | ||
| 9 | 6.57 (d, 7.7) | 109.75 | 8, 10 |
| 10 | 6.74 (d, 7.4) | 119.47 | 8, 9 |
| 11 | 7.02 (d, 7.6) | 128.01 | 12, 13 |
| 12 | 7.04 (d, 7.4) | 122.30 | 11, 13 |
| 13 | 149.51 | ||
| 14 | 3.38 (m) | 66.35 | |
| 15 | 1.66 (dt, 9.9, 14.7) | 41.38 | |
| 16 | 2.40 (m) and 3.04 (s) | 49.28 | 14, 15 |
| 17 | 1.69 (dt, 9.9, 14.7) and 2.21 (m) | 25.27 | |
| 18 | 1.21 and 1.24 (m) | 23.70 | 15, 16 |
| 19 | 0.89 (t) | 11.45 | 15, 18 |
| 20 | 172.51 | ||
| 21 | 2.00 (m) | 22.59 | 20 |
a Measured at 600 (1H) and 150 (13C) MHz in CDCl3; b HMBC correlations are from proton(s) stated to the indicated carbon.