Table 2.
1H and 13C NMR Data for Compounds 3 and 4 (400 and 100 MHz, Respectively in CDCl3).
| 3 | 4 | |||||||
|---|---|---|---|---|---|---|---|---|
| Position | δC, type | δH (J in Hz) | HMBC | LR-HSQMBC | δC, type | δH (J in Hz) | HMBC | LR-HSQMBC |
| 1 | 179.7, C | 179.7, C | ||||||
| 2 | 160.6, C | 160.6, C | ||||||
| 3 | 109.5, CH | 6.01, s | 1, 4, 2, 10 | 5, 6, 9 | 109.5, CH | 6.01, s | 1, 4, 2, 10 | 5, 6, 9 |
| 4 | 190.1, C | 190.1, C | ||||||
| 5 | 161.0, C | 160.9, C | ||||||
| 6 | 127.4, C | 127.3, C | ||||||
| 7 | 162.9, C | 162.8, C | ||||||
| 8 | 103.6, CH | 7.23, s | 1, 6, 7, 10 | 4, 12 | 103.6, CH | 7.23, s | 1, 6, 7, 9, 10 | 4, 12 |
| 9 | 130.4, C | 130.4, C | ||||||
| 10 | 109.1, C | 109.1, C | ||||||
| 11 | 28.1, CH | 4.95, q (7.4) | 2’, 3’, 4’, 5, 6, 7, 12 | 2’ | 28.1, CH | 4.95, q (7.4) | 2’, 3’, 4’, 5, 6, 7, 12 | 2’ |
| 12 | 17.3, CH3 | 1.68, d (7.4) | 3’, 6, 11 | 3’ | 17.3, CH3 | 1.68, d (7.4) | 3’, 6, 11 | 3’ |
| 2-OCH3 | 56.5, CH3 | 3.88, s | 2 | 3 | 56.5, CH3 | 3.88, s | 2 | 3 |
| 7-OCH3 | 56.7, CH3 | 3.94, s | 7 | 8 | 56.7, CH3 | 3.94, s | 7 | 8 |
| 5-OH | 12.82, s | 5, 6, 10 | 4, 7 | 12.83, s | 5, 6, 10 | 4, 7 | ||
| 1ˈ | 181.7, C | 181.6, C | ||||||
| 2ˈ | 153.9, C | 154.0, C | ||||||
| 3ˈ | 124.4, C | 124.6, C | ||||||
| 4ˈ | 190.4, C | 189.8, C | ||||||
| 5ˈ | 161.0, C | 164.0, C | ||||||
| 6ˈ | 128.8, C | 107.9, CH | 6.63, d (2.5) | 5’, 7’, 8’, 10’, | 4’, 9’ | |||
| 7ˈ | 161.7, C | 164.8, C | ||||||
| 8ˈ | 103.6, CH | 7.19, s | 1’, 6’, 7’, 10’ | 4’, 5’ | 107.8, CH | 7.17, d (2.5) | 1’, 6’, 7’, 10’ | 4’, 5’ |
| 9ˈ | 127.9, C | 130.6, C | ||||||
| 10ˈ | 109.4, C | 108.9, C | ||||||
| 11ˈ | 16.6, CH2 | 2.69, q (7.4) | 5’, 6’, 7’, 12’ | 9’ | - | |||
| 12ˈ | 13.0, CH3 | 1.07, t (7.4) | 6’, 11’ | 9’ | - | |||
| 7ˈ-OCH3 | 56.2, CH3 | 3.93, s | 7’ | 8’ | 56.1, CH3 | 3.86, s | 7’ | 6’, 8’ |
| 2ˈ-OH | 7.63, s | - | 3’, 9’, 4’ | 7.63, s | - | 3’, 9’, 4’ | ||
| 5ˈ-OH | 12.70, s | 5’, 6’, 10’ | 7’ | 12.60, s | 5’, 10’ | 7’ | ||