Table 3.
1H and 13C NMR data of 1 and 2 (500 and 125 MHz, δ in ppm, J in Hz)
1 (CD3OD) | 2 (DMSO-dδ) | |||||
---|---|---|---|---|---|---|
No. | δCa | δH | HMBC | δCa | δH | HMBC |
1 | 63.8 | 62.1 | ||||
1a | 20.3 | 1.86 (3H, s) | C-1, 1b, 2 | 19.1 | 1.81 (3H, s) | 1, 1b, 2 |
1b | 66.5 | 4.79 (1H, d, 11.6) | C-1, 2 | 64.9 | 4.66 (1H, d, 11.6) | 1, 2 |
4.45 (1H, d, 11.6) | C-1, 1′, 2 | 4.40 (1H, d, 11.6) | ||||
2 | 173.0 | 171.3 | ||||
4 | 95.1 | 93.8 | ||||
4a | 26.2 | 1.77 (3H, s) | C-4, 5 | 25.4 | 1.71 (3H, s) | 4, 5 |
5 | 42.1 | 3.62 (1H, d, 14.8) | C-4, 6, 7, 27 | 39.8 | 3.74 (1H, d, 14.8) | 4, 6, 7, 27 |
3.52 (1H, d, 14.8) | 3.66 (1H, d, 14.8) | 4, 6 | ||||
6 | 136.8 | 135.4 | ||||
7 | 119.3 | 7.38 (1H, br s) | C-25, 27 | 118.0 | 7.51 (1H, br s) | 5, 25, 27 |
8 | 138.4 | 136.7 | ||||
9 | 133.8 | 8.07 (1H, d, 8.5) | C-7, 25 | 132.5 | 8.19 (1H, AB) | 11, 12, 24 |
10 | 125.3 | 8.21 (1H, d, 8.5) | C-8, 12, 24 | 124.3 | 8.21 (1H, AB) | |
11 | 131.8 | 130.3 | ||||
12 | 179.1 | 177.6 | ||||
13 | 156.4 | 155.1 | ||||
15 | 157.8 | 154.6 | ||||
16 | 121.8 | 7.67 (1H, d, 9.0) | C-15, 18, 20 | 120.9 | 7.81 (1H, d, 9.0) | 15, 18, 20 |
17 | 125.9 | 7.36 (1H, dd, 9.0, 3.0) | C-18 | 125.3 | 7.58 (1H, dd, 9.0, 3.0) | 18 |
18 | 150.3 | 149.5 | ||||
18-OH | exchanged | exchanged | ||||
19 | 109.7 | 7.53 (1H, d, 3.0) | C-17, 18 | 109.5 | 7.65 (1H, d, 3.0) | 18, 21 |
20 | 127.8 | 126.0 | ||||
21 | 175.7 | 173.1 | ||||
22 | 120.4 | 119.3 | ||||
23 | 183.2 | 180.5 | ||||
24 | 142.2 | 140.2 | ||||
25 | 120.7 | 118.6 | ||||
26 | 162.9 | 161.1 | ||||
26-OH | exchanged | 13.41 (1H, s) | 25, 26, 27 | |||
27 | 108.6 | 106.9 | ||||
28 | 167.7 | 166.1 | ||||
1′ | 177.5 | 175.4 | ||||
2′ | 38.8 | 2.56 (1H, m) | 36.7 | 2.51 (under DMSO) | 1′, 2a', 3′ | |
2a' | 17.7 | 1.12 (3H, d, 7.0) | C-3′ | 16.9 | 1.05 (3H, d, 6.8) | 1′, 2′, 3′ |
3′ | 44.5 | 1.53-1.61 (2H, m) | 42.7 | 1.46 (1H, m) | 1′, 2′, 2a', 4′, 4a' | |
1.21-1.30 (1H, m) | 1.18-1.25 (1H, m) | 2′, 2a', 4a' | ||||
4′ | 27.1 | 1.53-1.61 (2H, m) | 25.3 | 1.52 (1H, m) | 4a' | |
4a' | 23.0 | 0.87 (3H, d, 6.3) | C-3′, 4′, 5′ | 22.3 | 0.81 (3H, d, 6.3) | 3′, 4′, 4a', 5′ |
5′ | 22.7 | 0.91 (3H, d, 6.3) | C-3′, 4′, 4a' | 22.2 | 0.85 (3H, d, 6.3) | 3′, 4′, 4a', 5′ |
1″ | 96.8 | 5.49 (1H, dd, 9.8, 2.0) | ||||
2″ | 34.5 | 2.02-2.07 (1H, m) | ||||
1.81 (1H, m) | ||||||
3″ | 65.6 | 3.96 (1H, m) | 4″, 5″ | |||
4″ | 71.3 | 4.94 (1H, d, 2.9) | 3″, 1-Ac | |||
5″ | 69.1 | 3.99 (1H, m) | 6″ | |||
6″ | 16.5 | 1.07 (3H, d, 6.4) | 4″, 5″ | |||
1-Ac | 170.3 | |||||
2-Ac | 20.8 | 2.11 (3H, s) | 1-Ac |
Assignments confirmed by HSQC correlations