Table 1.
1H NMR (500 MHz) and 13C NMR (125 MHz) spectroscopic data for compounds 1, 2 and 3 in CDCl3
| No. | 1 | 2 | 3 | |||
|---|---|---|---|---|---|---|
| δ C | δ H | δ C | δ H | δ C | δ H | |
|
1a 1b |
36.2 |
1.96 (m) 1.02 (td, 14.4, 3.8) |
36.4 |
1.96 (m) 1.05 (td, 14.6, 3.9) |
36.4 |
1.96 (m) 1.07 (td, 13.7, 3.3) |
|
2a 2b |
27.5 |
1.91 (m) 1.45 (m) |
29.4 |
1.97 (m) 1.60 (m) |
31.3 |
1.86 (m) 1.51 (m) |
| 3 | 75.8 | 3.44 (m) | 77.9 | 3.53 (m) | 71.6 | 3.53 (m) |
|
4a 4b |
39.7 |
2.30 (m) 2.24 (m) |
38.6 |
2.33 (m) 2.16 (m) |
41.9 | 2.32 (dd, 13.0, 2.5), 2.17 (dd, 13.0, 11.9) |
| 5 | 140.3 | – | 140.2 | – | 140.2 | – |
| 6 | 120.2 | 5.38 (d, 5.3) | 120.3 | 5.39 (d, 5.2) | 120.2 | 5.39 (d, 5.3) |
|
7a 7b |
28.0 |
2.43 (m) 2.05 (m) |
28.0 |
2.42 (m) 2.04 (m) |
27.9 |
2.43 (m) 2.02 (m) |
| 8 | 40.4 | 2.42 (m) | 40.4 | 2.42 (m) | 40.4 | 2.43 (m) |
| 9 | 52.8 | 1.19 (overlapped) | 52.9 | 1.19 (overlapped) | 52.8 | 1.20 (t, 9.7) |
| 10 | 38.5 | – | 38.6 | – | 38.3 | – |
|
11a 11b |
23.6 |
2.56 (m) 1.29 (m) |
23.6 |
2.56 (m) 1.28 (m) |
23.6 |
2.57 (m) 1.27 (m) |
|
12a 12b |
29.6 |
2.06 (m) 1.33 (m) |
29.6 |
2.07 (m) 1.33 (m) |
29.6 |
2.07 (m) 1.33 (m) |
| 13 | 118.1 | – | 118.1 | – | 118.1 | – |
| 14 | 175.6 | – | 175.6 | – | 175.6 | – |
|
15a 15b |
67.6 |
4.15 (td, 8.6, 1.4) 3.84 (t, 8.6) |
67.6 |
4.15 (td, 7.8, 1.6), 3.84 (t, 7.8) |
67.5 |
4.16 (td, 8.1, 1.6), 3.85 (t, 8.1) |
| 16 | 75.1 | 5.29 (td, 9.5,7.1) | 75.1 | 5.29 (td, 9.7, 7.3) | 75.0 | 5.29 (td, 9.7, 7.8) |
| 17 | 55.7 | 3.43 (overlapped) | 55.7 | 3.43 (overlapped) | 55.7 | 3.43 (d, 7.8) |
| 18 | 143.3 | 6.24 (s) | 143.3 | 6.25 (s) | 143.3 | 6.25 (s) |
| 19 | 18.0 | 0.92 (s) | 18.0 | 0.91 (s) | 18.0 | 0.91 (s) |
| 20 | 114.0 | – | 113.9 | – | 113.9 | – |
| 21 | 24.6 | 1.53 (s) | 24.6 | 1.53 (s) | 24.5 | 1.53 (s) |
| Sugar | ||||||
| 1′ | 95.2 | 5.04 (d, 3.5) | 97.8 | 4.53 (d, 9.6) | ||
|
2′a 2′b |
34.5 |
2.22 (m) 1.50 (m) |
36.5 |
2.26 (m) 1.53 (m) |
||
| 3′a | 78.2 | 3.52 (ddd, 9.1, 8.8, 4.9) | 79.1 | 3.38 (m) | ||
| 4′ | 76.8 | 3.15 (dd, 9.3, 9.1) | 82.5 | 3.19 (dd, 9.0, 8.8) | ||
| 5′ | 67.5 | 3.73 (dq, 9.3, 6.3) | 71.1 | 3.29 (m) | ||
| 6′ | 17.8 | 1.28 (d, 6.3) | 18.2 | 1.30 (d, 6.3) | ||
| 3′-OCH3 | 56.5 | 3.39 (s) | 56.4 | 3.40 (s) | ||
| 1′′ | 98.5 | 5.02 (d, 9.7) | ||||
| 2′′ | 38.2 |
2.12 (m) 1.72 (m) |
||||
| 3′′ | 68.3 | 4.11 (m) | ||||
| 4′′ | 72.9 | 3.31 (m) | ||||
| 5′′ | 69.6 | 3.74 (dq, 9.7, 6.3) | ||||
| 6′′ | 18.4 | 1.31 (d, 6.3) | ||||