Table 1.
NMR Spectral Data for Aeruginoside A (1) in DMSO-d6
| Unit | C/H no. | δH (J in Hz) | δ C | HMBC |
|---|---|---|---|---|
| Plac | 1 | 173.2 | Plac H-2, H-3, Leu NH | |
| 2 | 4.11, dd (8.8, 3.9) | 72.02 | Plac H-3α, H-3β | |
| 3α | 2.95, dd (13.7, 3.9) | 40.4 | Plac H-2, H-5/9 | |
| 3β | 2.65, dd (13.7, 8.8) | |||
| 4 | 138.4 | Plac H-2, H-3α, H-3β, H-6/8 | ||
| 5/9 | 7.21, m | 129.3 | Plac H-3α, H-3β, H-7, H-9/5 | |
| 6/8 | 7.24, m | 127.9 | Plac H-8/6 | |
| 7 | 7.16, m | 125.9 | Plac H-5/9 | |
| Leu | 1 | 169.9 | Leu H-2 | |
| 2 | 4.50, ddd (9.0, 7.9, 4.8) | 48.6 | Leu H-3α | |
| 3α | 1.46, m | 41.0 | Leu H-4, H-5, H-5′ | |
| 3β | 1.34, m | |||
| 4 | 1.48, m | 24.1 | Leu H-3α, H-5, H-5′ | |
| 5 | 0.86, d (6.5) | 21.8 | Leu H-3α, H-3β, H-5′ | |
| 5′ | 0.84, d (6.4) | 23.3 | Leu H-3β, H-5 | |
| NH | 7.76, d (7.9) | |||
| Choi | 1 | 171.4 | Choi H-2, Aeap NH, H-1 | |
| 2 | 4.18, dd (9.0, 7.8) | 59.8 | Choi H-7a | |
| 3α | 2.04, ddd (13.0, 7.8, 6.8) | 30.5 | Choi H-2 | |
| 3β | 1.78, ddd (13.0, 13.0, 9.0) | |||
| 3a | 2.28, m | 36.1 | ||
| 4ax | 2.08, m | 19.5 | ||
| 4eq | 1.47, m | |||
| 5eq | 1.56, m | 24.5 | ||
| 5ax | 1.49, m | |||
| 6 | 3.84, m | 70.05 | Xyl H-1 | |
| 7eq | 2.27, brdd (14.0, 4.8) | 29.2 | ||
| 7ax | 1.57, brdd (14.0, 11.6) | |||
| 7a | 4.15, ddd (11.6, 6.2, 4.8) | 54.11 | Choi H-3α, H-4eq, H-7eq | |
| Aeap | 1α | 3.21, m | 36.6 | Aeap NH, H-2α, H-2β |
| 1β | 3.17, m | |||
| 2α | 2.28, m | 28.2 | Aeap H-1, H-4 | |
| 2β | 2.26, m | |||
| 3 | 136.2 | Aeap H-1, H-2α, H-2β, H-4, H-7 | ||
| 4 | 5.61, brs | 119.1 | Aeap H-2α, H-2β, H-5 | |
| 5 | 4.10, m | 54.08 | ||
| 6 | 154.2 | |||
| 7 | 4.09, m | 55.3 | Aeap H-4 | |
| NH | 7.74, t (5.8) | |||
| Xyl | 1 | 4.81, d (3.4) | 96.5 | Xyl H-3, H-5ax |
| 2 | 3.21, dd (9.4, 3.4) | 71.94 | Xyl H-3 | |
| 3 | 3.40, dd (9.4, 8.8) | 73.4 | Xyl H-1, H-2, H-5ax, H-5eq | |
| 4 | 3.28, m | 70.03 | Xyl H-3, H-5ax | |
| 5eq | 3.39, m | 62.1 | Xyl H-1 | |
| 5ax | 3.34, dd (10.6, 10.6) |