Table 1.
1H-NMR and 13C-NMR spectral data of compounds 1–5.
| NO. | 1 | 2 | 3 | 4 | 5 | |||
|---|---|---|---|---|---|---|---|---|
| δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δC | |
| 1 | 82.3 | 3.20 (d, 4.1) | 80.5 | 3.32 (m) | 89.6 | 2.99 (dd, 4.4, 11.3) | 81.0 | 82.3 |
| 2 | 22.9 | 1.66 (m, H-2a) | 22.0 | 1.45 (m, H-2a) | 24.7 | 1.10 (m) | 31.8 | 23.5 |
| 1.57 (m, H-2b) | 1.81 (m, H-2b) | 1.86 (m) | ||||||
| 3 | 28.2 | 1.63 (m, H-3a) | 29.5 | 1.70 (m, H-3a) | 37.4 | 1.55 (m) | 72.3 | 29.0 |
| 1.64 (m, H-3b) | 1.79 (m, H-3b) | 1.69 (m) | ||||||
| 4 | 46.8 | 42.1 | 39.7 | 43.2 | 39.0 | |||
| 5 | 45.8 | 2.23 (d, 7.1) | 44.7 | 2.35 (d, 7.0) | 46.2 | 2.32 (d, 8.9) | 51.2 | 48.7 |
| 6 | 84.1 | 3.92 (d, 7.1) | 82.7 | 4.00 (d, 7.0) | 80.1 | 4.45 (m) | 83.8 | 83.2 |
| 7 | 49.6 | 2.87 (s) | 49.7 | 3.30 (s) | 132.1 | 5.62 (d, 5.5) | 45.2 | 43.6 |
| 8 | 90.6 | 89.3 | 137.5 | 91.7 | 91.5 | |||
| 9 | 42.6 | 2.70 (t, 6.1) | 41.9 | 2.74 (m) | 43.0 | 3.18 (s) | 43.9 | 43.2 |
| 10 | 40.6 | 2.17 (m) | 39.1 | 2.26 (m) | 41.7 | 2.43 (s) | 40.9 | 40.3 |
| 11 | 51.4 | 51.9 | 48.5 | 49.4 | 49.7 | |||
| 12 | 36.4 | 2.20 (m, H-12a) | 36.5 | 2.27 (m, H-12a) | 38.9 | 2.45 (m) | 35.2 | 35.4 |
| 2.21 (m, H-12b) | 1.98 (m, H-12b) | |||||||
| 13 | 74.3 | 74.1 | 75.6 | 74.4 | 74.0 | |||
| 14 | 79.3 | 4.90 (d, 4.9) | 78.8 | 4.89 (d, 4.8) | 79.4 | 5.08 (d, 4.2) | 79.1 | 78.9 |
| 15 | 78.9 | 4.48 (dd, 2.9, 5.3) | 78.7 | 4.48 (dd, 3.0, 4.9) | 74.1 | 4.80 (dd, 3.0, 5.8) | 79.2 | 79.0 |
| 16 | 89.9 | 3.42 (d, 5.3) | 89.6 | 3.45 (d, 5.0) | 92.2 | 3.30 (d, 6.0) | 90.0 | 89.5 |
| 17 | 60.6 | 3.97 (s) | 72.9 | 4.02 (s) | 166.4 | 7.86 (br s) | 55.8 | 56.7 |
| 18 | 78.2 | 3.78 (d, 8.5, H-18a) | 77.9 | 3.79 (d, 8.5, H-18a) | 80.6 | 3.16 (d, 8.4) | 73.8 | 79.8 |
| 3.42 (d, 8.5, H-18b) | 3.33 (d, 8.5, H-18b) | 3.86 (d, 8.4) | ||||||
| 19 | 165.9 | 7.31 (s) | 138.9 | 6.70 (d, 1.2) | 58.3 | 3.53 (m) | 41.6 | 49.0 |
| 3.45 (m) | ||||||||
| 8-OAc | 172.6 | 172.1 | 172.3 | 172.0 | ||||
| 21.5 | 1.32 (s) | 21.4 | 1.32 (s) | 21.5 | 21.3 | |||
| 1-OCH3 | 56.3 | 3.18 (s) | 56.6 | 3.21 (s) | 58.2 | 3.20 (s) | 56.0 | 55.4 |
| 6-OCH3 | 57.4 | 3.03 (s) | 57.3 | 3.05 (s) | 56.9 | 3.19 (s) | 58.3 | 57.9 |
| 16-OCH3 | 61.3 | 3.75 (s) | 61.4 | 3.77 (s) | 61.8 | 3.75 (s) | 61.4 | 61.1 |
| 18-OCH3 | 59.3 | 3.29 (s) | 59.3 | 3.27 (s) | 59.1 | 3.27 (s) | 59.1 | 59.1 |
| ArC=O | 166.2 | 166.2 | 166.4 | 166.2 | 165.9 | |||
| ArC-1′ | 130.0 | 129.9 | 130.0 | 130.0 | 130.7 | |||
| 3′, 5′ | 128.9 | 7.43 (t, 7.6) | 129.0 | 7.44 (t, 7.3) | 128.7 | 7.42 (t, 7.5) | 128.9 | 128.6 |
| 2′, 6′ | 129.8 | 8.02 (d, 7.6) | 129.9 | 8.01 (d, 7.3) | 130.1 | 8.03 (d, 7.5) | 129.8 | 129.6 |
| 4′ | 133.6 | 7.55 (t, 7.6) | 133.8 | 7.57 (t, 7.3) | 133.5 | 7.53 (t, 7.5) | 133.5 | 133.3 |
δ in CDCl3, in ppm from TMS; coupling constants (J) in Hz; 1H-NMR at 400 MHz and 13C-NMR at 100 MHz.