Table 2. .
1H (400 MHz) and 13C NMR (100 MHz) NMR data for 9-12, 16 and 17 (δ in ppm, J in Hz)
| Posi-tion | 9 (DMSO-d6) | 10 (DMSO-d6) | 11 (Chloroform-d) | 12 (DMSO-d6) | 16 (DMSO-d6) | 17 (DMSO-d6) | ||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| δC | δH | δC | δH | δC | δH | δC | δH | δC | δH | δC | δH | |
| 1 | 181.77 | 177.86 | 181.90 | 177.39 | 181.86 | 181.61 | ||||||
| 2 | 148.18 | 141.68 | 147.86 | 142.48 | 147.80 | 148.27 | ||||||
| 3 | 101.09 | 5.68 (1H, s) | 110.22 | 100.97 | 5.73 (1H, s) | 108.00 | 101.36 | 5.74 (1H, s) | 101.30 | 5.69 (1H, s) | ||
| 4 | 182.18 | 178.62 | 182.99 | 184.20 | 182.18 | 181.99 | ||||||
| 5 | 125.86 | 7.94 (1H, d, 7.5) | 125.81 | 7.90 (1H, dd, 7.5, 1.4) | 126.24 | 8.10 (1H, d, 7.6) | 160.61 | 12.61 (1H, s) | 125.90 | 7.95 (1H, d, 7.6) | 125.73 | 7.88–8.00 (1H, m) |
| 6 | 135.40 | 7.84 (1H, t, 7.4) | 134.82 | 7.78 (1H, td, 7.5, 1.6) | 134.82 | 7.73 (1H, t, 7.5) | 125.55 | 7.25 (1H, d, 8.3) | 135.51 | 7.85 (1H, t, 7.5) | 135.21 | 7.82 (1H, dtd, 9.1, 7.5, 1.4) |
| 7 | 132.87 | 7.75 (1H, t, 7.4) | 133.19 | 7.73 (1H, td, 7.5, 1.5) | 132.02 | 7.62 (1H, t, 7.5) | 135.26 | 7.58 (1H, t, 7.8) | 132.93 | 7.76 (1H, t, 7.5) | 132.48 | 7.71 (1H, dtd, 15.0, 7.5, 1.4) |
| 8 | 126.48 | 8.00 (1H, d, 7.5) | 126.50 | 7.98 (1H, dd, 7.4, 1.5) | 126.33 | 8.04 (1H, d, 7.5) | 119.53 | 7.51 (1H, d, 7.3) | 126.48 | 8.03 (1H, d, 7.6) | 126.26 | 7.88–8.00 (1H, m) |
| 9 | 130.79 | 130.72 | 130.50 | 130.42 | 130.65 | 130.66 | ||||||
| 10 | 133.39 | 132.96 | 133.65 | 114.41 | 133.34 | 133.19 | ||||||
| 11 | 181.71 | |||||||||||
| 12 | 148.88 | |||||||||||
| 13 | 99.71 | 5.67 (1H, s) | ||||||||||
| 14 | 182.16 | |||||||||||
| 15 | 125.81 | 7.88–8.00 (1H, m) | ||||||||||
| 16 | 135.36 | 7.82 (1H, dtd, 9.1, 7.5, 1.4) | ||||||||||
| 17 | 132.85 | 7.71 (1H, dtd, 15.0, 7.5, 1.4) | ||||||||||
| 18 | 126.40 | 7.88–8.00 (1H, m) | ||||||||||
| 19 | 130.79 | |||||||||||
| 20 | 133.61 | |||||||||||
| 1'-NH | 7.32 (1H, d, 7.4) | 7.93 (1H, d, 5.6) | 5.86–5.93 (1H, m) | 8.08 (1H, d, 7.2) | 6.98 (1H, d, 7.8) | 7.25 (1H, d, 7.9) | ||||||
| 2' | 54.73 | 4.05–4.20 (1H, m) | 54.31 | 4.54 (1H, q, 3.4) | 42.35 | 3.23 (2H, q, 6.6) | 53.44 | 4.44–4.61 (1H, m) | 57.37 | 4.18–4.26 (1H, m) | 55.13 | 4.11–4.19 (1H, m) |
| 3' | 172.51 | 12.67 (1H, brs) | 169.69 | 28.02 | 1.77 (2H, p, 7.3) | 170.71 | 171.44 | 173.04 | 13.15 (1H, brs) | |||
| 4' | 26.26 | 2.09 (2H, q, 7.2) | 25.41 |
2.79 (1H, dd, 12.7, 3.3) 3.23 (1H, dd, 12.7, 3.3) |
24.63 | 1.48–1.59 (1H, m) | 25.39 |
3.18 (1H, dd, 12.1, 4.6) 3.05 (1H, dd, 13.0, 3.4) |
60.90 | 3.83 (2H, d, 3.8) | 30.40 | 1.96 (2H, p, 6.7) |
| 5' | 30.63 | 2.35 (2H, t, 7.4) | 23.31 | 1.42 (2H, p, 7.8) | ||||||||
| 5'-NH | 8.08 (1H, t, 5.2) | |||||||||||
| 6' | 174.54 | 12.67 (1H, brs) | 42.04 |
3.55 (1H, dd, 17.2, 5.1) 3.78 (1H, dd, 17.2, 6.0) |
27.25 | 1.63 (2H, dq, 14.8, 7.3, 6.7) | ||||||
| 7' | 171.41 | 42.06 | 3.19 (2H, t, 6.7) | |||||||||
| 8'-NH | 7.56 (1H, t, 6.1) | |||||||||||