Table 1.
1H (600 MHz) and 13C (150 MHz) NMR spectroscopic data for 1 (DMSO–d6, 298 K).
| Position | 1H (Mult., J in Hz) | 13C, Mult. | HMBC |
|---|---|---|---|
| Tryptophan moiety | |||
| 1-CO | 165.1, C | ||
| 2-NH | 7.73 (br s) | C-3, C-4, C-12, C-17, C-18 | |
| 3 | 4.30 (t, 5.4) | 55.2, CH | C-4, C-5, C-12, C-18 |
| 4 | 3.24–3.07 (m) | 25.8, CH2 | C-3, C-5, C-6, C-12, C-11a |
| 5 | 109.4, C | ||
| 6 | 7.17 (m) | 124.3, CH | C-5, C-7a, C-11a |
| 7-NH | 10.85 (br s) | C-5, C-6, C-7a, C-11a | |
| 7a | 136.0, C | ||
| 8 | 7.32 (d, 7.9) | 111.2, CH | C-10, C-11a |
| 9 | 7.05 (t, 7.6) | 120.8, CH | C-11, C-7a |
| 10 | 6.96 (t, 7.6) | 118.2, CH | C-8, C-11a |
| 11 | 7.56 (d, 7.8) | 118.6, CH | C-5, C-9, C-7a, C-11a |
| 11a | 127.4, C | ||
| Proline moiety | |||
| 12-CO | 165.5, C | ||
| 14 | 3.38–3.26 (m) | 44.5, CH2 | C-15, C-16, C-17 |
| 15 | 1.71–1.61 (m) | 21.8, CH2 | C-14, C-16, C-17 |
| 16 | 1.98–1.39 (m) | 27.7, CH2 | C-14, C-15, C-17, C-18 |
| 17 | 4.08 (m) | 58.4, CH | C-16, C-18 |
| Phenylalanine moiety | |||
| 18-CO | 168.9, C | ||
| 19-NH | 7.97 (br s) | C-1, C-17, C-18, C-20, C-21 | |
| 20 | 4.34 (t, 5.4) | 55.7, CH | C-1, C-18, C-21, C-22 |
| 21 | 3.03 (dd, 14.6, 4.9) | 35.4, CH2 | C-1, C-20, C-22, C-23/27 |
| 22 | 137.3, C | ||
| 23/27 | 7.26 (d, 6.8) | 129.8, CH | C-21, C-25 |
| 24/26 | 7.25 (t, 6.8) | 127.9, CH | C-22 |
| 25 | 7.19 (m) | 126.3, CH | C-23/C-27 |