Table 2. 13C and 13C DEPT NMR Data of Compounds 1–4a.
| 1 | 2 | 3 | 4 | |
|---|---|---|---|---|
| position | δC, type | δC, type | δC, type | δC, type |
| 1 | 226.9, C | 225.6, C | 227.3, C | 218.0, C |
| 2 | 128.0, CH | 130.0, CH | 139.6, CH | 51.0, CH |
| 3 | 76.8, CH | 78.1, CH | 80.3, CH | 78.1, CH |
| 4 | 44.0, C | 43.6, C | 45.5, C | 39.1, C |
| 5 | 40.0, CH | 41.1, CH | 43.6, CH | 41.2, CH |
| 6 | 32.9, CH2 | 34.3, CH2 | 34.4, CH2 | 32.0, CH2 |
| 7 | 175.9, C | 174.3, C | 176.4, C | 175.0, C |
| 8 | 77.6, C | 76.3, C | 134.4, C | 140.4, C |
| 9 | 87.3, C | 86.6, C | 83.2, C | 56.3, CH |
| 10 | 55.5, C | 54.2, C | 56.4, C | 50.0, C |
| 11 | 28.1, CH2 | 29.6, CH2 | 29.7, CH2 | 20.0, CH2 |
| 12 | 26.3, CH2 | 26.2, CH2 | 29.7, CH2 | 33.8, CH2 |
| 13 | 38.1, C | 38.7, C | 39.4, C | 41.0, C |
| 14 | 165.8, C | 165.8, C | 136.4, C | 44.4, CH |
| 15 | 119.0, CH | 119.8, CH | 34.3, CH2 | 29.2, CH2 |
| 16 | 166.0, C | 165.3, C | 172.1, C | 172.0, C |
| 17 | 79.1, CH | 79.4, CH | 81.6, CH | 77.1, CH |
| 18 | 20.0, CH3 | 21.0, CH3 | 16.6, CH3 | 20.5, CH3 |
| 19 | 26.0, CH3 | 21.1, CH3 | 19.3, CH3 | 14.5, CH3 |
| 20 | 121.0, C | 120.3, C | 121.0, C | 121.4, C |
| 21 | 140.8, CH | 142.6, CH | 143.8, CH | 141.9, CH |
| 22 | 109.0, CH | 110.0, CH | 110.4, CH | 110.0, CH |
| 23 | 142.5, CH | 142.2, CH | 145.0, CH | 141.9, CH |
| 28 | 22.6, CH3 | 21.4, CH3 | 22.8, CH3 | 21.0, CH3 |
| 29 | 45.1, CH2 | 47.0, CH2 | 47.2, CH2 | 18.0, CH3 |
| 30 | 145.3, CH | 145.7, CH | 135.0, CH | 121.7, CH |
| MeO-7 | 51.2, CH3 | 51.7, CH3 | 52.4, CH3 | 50.8, CH3 |
| 1′ | 168.2, C | 166.5, C | 168.8, C | 175.0, C |
| 2′ | 129.1, C | 137.0, C | 129.0, C | 74.2, CH |
| 3′ | 141.4, CH | 128.4, CH2 | 140.5, CH | 31.1, CH |
| 4′ | 13.1, CH3 | 17.8, CH3 | 14.5, CH3 | 15.0, CH3 |
| 5′ | 11.0, CH3 | 12.4, CH3 | 18.0, CH3 |
Spectra were recorded in methanol-d4 at 150 MHz. Chemical shifts are given in ppm; assignments were confirmed by HSQC and HMBC experiments.