Table 2.
1H NMR data (500/400 MHz, J in Hz) of actinomycin Y6–Y9 and Zp (1–5)
| no. | 1a | 2b | 3b | 4b | 5b |
|---|---|---|---|---|---|
| pentapeptidolactone (α-ring, δH) | |||||
| Thr 2 | 4.81 | 4.61 brs | 4.49 | 4.59 m | 4.51 brs |
| 3 | 5.36 (m) | 5.23 m | 5.20 m | 5.14 m | 5.20 m |
| 4 | 1.28 d (6.0) | 1.15 d (6.0) | 1.12 | 1.11 d (6.2) | 1.24 d (5.3) |
| NH | 7.17 brs | 6.92 d (7.0) | 7.14 d (7.1) | 7.05 d (6.4) | |
| Val 2 | 3.75 | 3.43 | 3.40 m | 3.51 | 3.48 |
| 3 | 2.05 m | 2.10 m | 2.05 m | 2.07 m | 2.11 m |
| 4 | 1.11 d (6.6) | 1.14 d (6.6) | 1.12 | 1.08 d (6.6) | 1.10 |
| 5 | 0.93 d (6.4) | 0.94 d (6.4) | 0.91 | 0.91 d (6.8) | 0.90 d (6.8) |
| NH | 7.87 d (5.3) | 7.82 d (4.6) | 7.64 d (5.0) | 7.61 | 8.39 d (5.7) |
| HMPro/2 | 6.30 brs | 5.87 brs | 5.92 brs | 6.00 d (9.0) | 6.10 d (9.0) |
| MPro 3 | 4.28 brs | 4.19 brs | 4.11 m | 1.75, 2.74 m | 1.27, 1.73 m |
| 4 | 1.98, 2.13 m | 2.12, 2.19 m | 2.10, 2.20 m | 1.99 m | 1.92, 2.23 m |
| 5 | 4.24 brs | 4.76 m | 4.69 m | 4.35 m | 4.29 m |
| 6 | 1.48 d (6.0) | 1.52 d (6.0) | 1.51 d (5.9) | 1.47 d (6.0) | 1.46 d (6.0) |
| Sar 2 | 4.11 d(12.5) | 3.65 d (12.5) | 3.65 d (17.7) | 3.62 | 3.58 d (11.5) |
| 4.80 d (12.8) | 4.72 d (18.0) | 4.75 d (17.6) | 4.64 | 4.68 | |
| NMe | 2.58 s | 2.90 s | 2.88 s | 2.86 s | 2.87 s |
| MeVal 2 | 3.09 | 2.69 | 2.66 | 2.64 | 2.65 brs |
| 3 | 2.63 m | 2.67 m | 2.64 m | 2.65 m | 2.68 |
| 4 | 1.01 d (6.4) | 0.96 d (6.4) | 0.94 d (5.9) | 0.93 d (6.0) | 0.95 d (5.8) |
| 5 | 0.82 d (6.9) | 0.75 d (6.9) | 0.72 d (6.1) | 0.71 d (5.8) | 0.72 d (6.1) |
| NMe | 3.06 s | 2.91 s | 2.92 s | 2.90 s | 2.90 s |
| pentapeptidolactone (β-ring, δH) | |||||
| HThr/2 | 4.26 d (2.8) | 4.96 brs | 4.90 dd (6.6, 2.6) | 4.48 m | 4.65 m |
| Thr 3 | 5.69 brs | 5.15 brs | 5.22 m | 5.15 m | 5.20 m |
| 4 | 4.96 d (17.9), 5.23 d (12.2) | 3.31, 3.70 m | 1.28 d (6.2) | 1.25 d (6.2) | 1.24 d (5.3) |
| NH | 8.15 d (6.1) | 7.72 d (6.4) | 7.63 d (6.0) | 7.61 d (6.4) | |
| Val 2 | 4.08 | 3.84 | 3.83 m | 3.78 m | 3.48 |
| 3 | 2.23 m | 2.22 m | 2.17 m | 2.24 m | 2.11 m |
| 4 | 0.90 d (6.2) | 0.94 d (6.2) | 0.91 | 0.88 d (7.0) | 1.10 |
| 5 | 1.20 d (6.5) | 1.18 d (6.5) | 1.15 d (6.6) | 1.16 d (6.6) | 0.88 d (6.6) |
| NH | 8.78 d (5.3) | 8.35 d (5.1) | 8.27 d (6.2) | 8.38 d (5.6) | 8.20 d (6.0) |
| OPro/2 | 6.69 d (8.0) | 6.54 d (11.0) | 6.60 d (10.4) | 6.57 d (10.7) | 6.03 d (9.0) |
| MPro 3 | 2.41, 3.42 m | 2.33, 3.93 m | 2.31, 3.97 m | 2.31, 3.79 m | 1.27, 1.73 m |
| 4 | 1.92, 2.23 m | ||||
| 5 | 3.90 d (19.0) | 4.00 d (19.0) | 3.97 d (19.0) | 3.95 d (19.0) | 4.40 m |
| 4.42 d (19.1) | 4.55 d (19.1) | 4.53 d (6.6) | 4.58 m | ||
| 6 | 1.46 d (6.0) | ||||
| Sar 2 | 4.00 d (5.4) | 3.65 d (5.4) | 3.61 d (17.6) | 3.62 | 3.60 d (11.5) |
| 4.66 d (17.9) | 4.49 d (17.9) | 4.52 | 4.49 | 4.68 | |
| NMe | 2.88 s | 2.88 s | 2.86 s | 2.86 s | 2.87 s |
| MeAla/2 | 3.75 m | 3.26 m | 3.23 m | 3.23 m | 2.65 brs |
| MeVal 3 | 1.43 d (6.8) | 1.36 d (6.8) | 1.36 d (6.8) | 1.36 d (6.8) | 2.68 |
| 4 | 0.95 d (5.8) | ||||
| 5 | 0.72 d (6.1) | ||||
| NMe | 2.93 s | 2.92 s | 2.94 s | 2.92 s | 2.91 s |
| chromophore (δH) | |||||
| 7 | 7.48 d (8.0) | 7.36 d (7.6) | 7.34 d (7.8) | 7.34 d (7.7) | 7.32 d (7.7) |
| 8 | 7.43 d (7.8) | 7.55 d (7.8) | 7.54 d(7.7) | 7.61 d (7.7) | 7.58 d (7.7) |
| 11 | 2.56 s | 2.53 s | 2.52 s | 2.53 s | 2.52 s |
| 12 | 2.24 s | 2.12 s | 2.20 s | 2.21 s | 2.22 s |
a
measured in CD3OD;
b
measured in CDCl3