Table 2.
1H (400 MHz) and 13C NMR (100 MHz) Data of Compounds 5−8 in CD3OD
| position | 5 | 6 | 7 | 8 | ||||
|---|---|---|---|---|---|---|---|---|
| δH, mult. (J in Hz) | δC | δH, mult. (J in Hz) | δC | δH, mult. (J in Hz) | δC | δH, mult. (J in Hz) | δC | |
| Erp-Trp | ||||||||
| 1 | 173.8 | 174.2 | 174.3 | 174.2 | ||||
| 2 | 4.89, dd (11.2, 4.6) | 51.8 | 4.40, t (6.9) | 57.5 | 4.87, m | 51.5 | 4.86, m | 51.7 |
| 3 | 3.17, dd (−13.3, 4.6) | 28.2 | 3.25, d (6.9) | 27.8 | 3.19, m | 29.0 | 3.21, m | 29.2 |
| 3.42, dd (−13.3, 11.2) | ||||||||
| 4 | 7.15, s | 125.7 | 7.38, s | 125.6 | 7.11, s | 126.5 | 7.18, s | 125.9 |
| 5 | 109.3 | 109.4 | 108.6 | 109.1 | ||||
| 6 | 130.4 | 130.8 | 130.9 | 130.6 | ||||
| 7 | 7.55, m | 119.5 | 7.55, m | 119.7 | 7.53, m | 119.9 | 7.52, m | 119.8 |
| 8 | 7.06, m | 120.6 | 7.05, m | 120.4 | 7.05, m | 120.3 | 7.04, m | 120.5 |
| 9 | 7.13, m | 122.6 | 7.12, m | 122.5 | 7.12, m | 122.4 | 7.11, m | 122.6 |
| 10 | 7.78, m | 114.7 | 7.76, m | 114.4 | 7.68, m | 115.1 | 7.76, m | 114.6 |
| 11 | 137.1 | 137.2 | 136.7 | 137.1 | ||||
| 12 | 59.1 | 59.1 | 62.4 | 59.2 | ||||
| 13 | 3.22, dd (4.1, 2.7) | 58.9 | 3.28, dd (4.1, 2.7) | 59.0 | 4.37, dd (8.5, 2.5) | 76.5 | 3.24, dd (4.1, 2.7) | 58.9 |
| 14 | 2.80, dd (−4.6, 2.7) | 45.9 | 2.82, dd (−4.7, 2.7) | 46.1 | 3.03, dd (−11.3, 2.5) | 63.5 | 2.81, dd (−4.6, 2.7) | 46.0 |
| 2.85, dd (−4.6, 4.1) | 2.87, dd (−4.7, 4.1) | 3.30, dd (−11.3, 8.5) | 2.86, dd (−4.6, 4.1) | |||||
| 15 | 1.50, s | 23.1 | 1.55, s | 22.8 | 1.64, s | 23.9 | 1.51, s | 23.2 |
| 16 | 1.66, s | 25.1 | 1.71, s | 25.0 | 1.75, s | 26.2 | 1.66 s | 25.0 |
| TrcGly | ||||||||
| 17 | 173.1 | 174.2 | 173.4 | 173.5 | ||||
| 18 | 4.58, m | 53.3 | 4.34, dd (6.3, 5.1) | 54.5 | 4.57, m | 54.3 | 4.58, m | 54.3 |
| 19 | 2.51, m | 36.1 | 2.43, m | 36.7 | 2.62, m | 35.2 | 2.62, m | 35.2 |
| 2.81, m | 2.73, m | 2.81, m | 2.80, m | |||||
| 20 | 5.17, m | 125.1 | 5.36, m | 126.5 | 5.60, m | 127.6 | 5.60, m | 127.6 |
| 21 | 5.49, m | 131.3 | 5.48, m | 130.6 | 5.64, m | 129.4 | 5.64, m | 129.4 |
| 22 | 1.55, m | 18.7 | 1.55, m | 18.4 | 1.66, m | 18.3 | 1.65, m | 18.3 |
| Leu | ||||||||
| 23 | 173.9 | 174.6 | 173.1 | 173.4 | ||||
| 24 | 4.63, m | 54.6 | 4.52, dd (10.6, 5.1) | 54.3 | 5.23, dd (11.1, 5.4) | 55.2 | 5.28, dd (11.5, 4.7) | 55.0 |
| 25 | 1.72, m | 44.9 | 1.62, m | 43.1 | 1.94, m | 35.8 | 1.94, m | 35.8 |
| 1.92, m | ||||||||
| 26 | 1.73, m | 25.9 | 1.68 m | 26.0 | 1.42, m | 25.9 | 1.75, m | 24.7 |
| 27 | 0.94, d (6.0) | 21.9 | 0.91, d (6.3) | 21.5 | 0.92, d (6.5) | 21.3 | 0.91, d (6.4) | 21.3 |
| 28 | 0.97, d (6.0) | 23.3 | 0.94, d (6.3) | 23.5 | 1.02, d (6.5) | 23.9 | 1.00, d (6.4) | 24.1 |
| NMeLeu | ||||||||
| 29 | 171.3 | 171.8 | 171.9 | 171.7 | ||||
| 30 | 5.27, dd (8.2, 6.4) | 59.6 | 4.81, m | 60.3 | 3.79, dd (11.3, 7.1) | 63.2 | 3.84, dd (11.4, 6.9) | 60.9 |
| 31 | 1.72, m | 32.3 | 1.58, m | 38.3 | 1.88, m | 26.9 | 1.95, dd (−12.8, 6.9) | 31.9 |
| 1.90, m | 2.00, m | 2.28, m | 2.52, dd (−12.8, 11.4) | |||||
| 32 | 1.71, m | 33.9 | 1.49, m | 25.8 | 1.98, m | 34.2 | 70.9 | |
| 33 | 0.93, d (6.7) | 16.8 | 0.97, d (6.5) | 23.0 | 1.09, d (6.8) | 17.5 | 1.35, s | 26.7 |
| 34 | 4.10, d (4.3) | 111.0 | 0.97, d (6.5) | 23.5 | 4.76, d (2.2) | 79.4 | 4.55, brs | 83.1 |
| NMe | 2.71, s | 29.6 | 2.73, s | 30.0 | 3.25, s | 38.4 | 3.24, s | 38.6 |
| OCH3 | 3.27, s/3.36, s | 54.7/56.5 | ||||||
| Ala | ||||||||
| 35 | 174.9 | 175.4 | 172.5 | 172.6 | ||||
| 36 | 4.78, q (6.8) | 46.7 | 4.82, q (6.9) | 47.1 | 4.81, q (6.6) | 47.7 | 4.79, q (6.6) | 47.8 |
| 37 | 1.22, d (6.8) | 17.1 | 1.30, d (6.9) | 16.8 | 1.27, d (6.6) | 17.8 | 1.27, d (6.6) | 17.8 |
| NO2-Tyr | ||||||||
| 38 | 172.4 | 172.2 | 171.7 | 171.7 | ||||
| 39 | 4.60, m | 55.3 | 4.59, dd (7.9, 5.4) | 55.3 | 4.64, dd (10.7, 5.7) | 57.1 | 4.65, dd (10.2, 5.9) | 57.1 |
| 40 | 3.02, dd (13.2, 9.9) | 38.3 | 3.16, dd (−13.3, 7.9) | 37.6 | 2.89, dd (−14.1, 10.7) | 38.1 | 3.09, dd (−14.1, 5.9) | 38.2 |
| 2.72, m | 2.85, dd (−13.3, 5.4) | 3.09, dd (−14.1, 5.7) | 2.89, m | |||||
| 41 | 129.5 | 129.1 | 130.2 | 130.1 | ||||
| 42 | 7.77, d (2.2) | 126.6 | 7.85, d (2.2) | 127.2 | 7.84, d (2.2) | 126.5 | 7.83, d (2.2) | 126.4 |
| 43 | 135.4 | 135.7 | 135.6 | 135.5 | ||||
| 44 | 154.6 | 156.0 | 154.3 | 154.3 | ||||
| 45 | 7.05, d (8.6) | 121.1 | 7.00, d (8.6) | 121.5 | 7.07, d (8.6) | 121.2 | 7.06, d (8.6) | 121.2 |
| 46 | 7.39, dd (8.6, 2.2) | 139.1 | 7.47, dd (8.6, 2.2) | 139.5 | 7.39, dd (8.6, 2.2) | 138.9 | 7.38, dd (8.6, 2.2) | 138.9 |
| NMeLeu | ||||||||
| 47 | 169.5 | 174.1 | 170.0 | 169.9 | ||||
| 48 | 4.69, dd (11.8, 3.3) | 59.7 | 3.91, dd (10.1, 5.0) | 55.3 | 4.28, dd (10.5, 3.8) | 59.6 | 4.26, dd (10.8, 3.6) | 59.6 |
| 49 | 1.61, m | 38.3 | 1.41−1.54, m | 40.4 | 1.54, m | 37.7 | 1.53, m | 37.7 |
| −0.73, m | −0.38, m | −0.50, m | ||||||
| 50 | 1.08, m | 25.4 | 1.13, m | 25.6 | 0.96, m | 25.6 | 0.94, m | 25.6 |
| 51 | 0.17, d (6.7) | 20.9 | 0.62, d (6.6) | 21.5 | 0.10, d (6.6) | 21.5 | 0.10, d (6.7) | 21.5 |
| 52 | 0.35, d (6.7) | 23.5 | 0.68, d (6.6) | 23.3 | 0.45, d (6.6) | 23.3 | 0.42, d (6.7) | 23.3 |
| NMe | 2.68, s | 29.8 | 2.34, s | 29.3 | 2.33, s | 29.3 | ||