Table 2. 1H (600 MHz) and 13C (150 MHz) NMR data of compounds 4–6.
| Position | 4a | 5a | 6a | |||
|---|---|---|---|---|---|---|
| δ C, type | δ H (J in Hz) | δ C, type | δ H (J in Hz) | δ C, type | δ H (J in Hz) | |
| 1 | 137.0, C | — | 142.2, C | — | 140.7, C | — |
| 2 | 121.3, C | — | 120.3, C | — | 125.8, C | — |
| 3 | 154.8, C | — | 158.1, C | — | 157.4, C | — |
| 4 | 118.5, C | — | 98.8, CH | 6.51 s | 122.0, C | — |
| 5 | 158.1, C | — | 155.5, C | — | 153.8, C | — |
| 6 | 101.5, CH | 6.85 s | 119.5, C | — | 124.7, C | — |
| 3-OCH3 | — | — | 55.9, CH3 | 3.77 s | 62.2, CH3 | 3.49 s |
| 5-OCH3 | 56.1, CH3 | 3.84 s | — | — | — | — |
| 5′-OCH3 | — | — | 56.2, CH3 | 3.68 s | — | — |
| a | 128.4, CH | 7.33 d (16.2) | 128.8, CH | 6.87 d (16.8) | 128.2, CH | 6.83 d (16.8) |
| a′ | 130.5, CH | 6.96 d (16.2) | 130.4, CH | 6.49 d (16.8) | 130.5, CH | 6.58 d (16.8) |
| a″ | 31.5, CH2 | 4.07 s, 2H | 32.3, CH2 | 3.90 s, 2H | 33.1, CH2 | 3.99 s, 2H |
| a‴ | 29.1, CH2 | 3.95 s, 2H | 32.4, CH2 | 3.93 s, 2H | 30.1, CH2 | 4.04 s, 2H |
| a′′′′ | — | — | — | — | 33.1, CH2 | 4.03 s, 2H |
| 1′ | 139.2, C | — | 126.3, C | — | 125.9, C | — |
| 2′ | 127.4, CH | 7.40 d (7.8) | 150.2, C | — | 156.1, C | — |
| 3′ | 129.6, CH | 7.29 t (7.8) | 117.4, CH | 6.66 dd (9.0, 1.2) | 116.5, CH | 6.72 dd (7.8, 1.2) |
| 4′ | 128.4, CH | 7.19 m | 115.5, CH | 6.61 m | 129.2, CH | 7.00 td (7.8, 1.2) |
| 5′ | 129.6, CH | 7.29 t (7.8) | 154.3, C | — | 120.5, CH | 6.70 m |
| 6′ | 127.4, CH | 7.40 d (7.8) | 112.3, CH | 6.62 m | 128.0, CH | 7.05 m |
| 1″ | 133.7, C | — | 134.6, C | — | 134.2, C | — |
| 2″/6″ | 130.2, CH | 6.98 d (8.4) | 130.2, CH | 6.87 d (8.4) | 130.3, CH | 6.86 d (8.4) |
| 3″/5″ | 116.0, CH | 6.65 d (8.4) | 115.7, CH | 6.59 d (8.4) | 115.8, CH | 6.61 d (8.4) |
| 4″ | 156.2, C | — | 155.8, C | — | 156.0, C | — |
| 1‴ | 133.6, C | — | 134.5, C | — | 133.4, C | — |
| 2‴/6‴ | 130.3, CH | 7.03 d (8.4) | 130.4, CH | 6.94 d (8.4) | 130.2, CH | 7.04 d (8.4) |
| 3‴/5‴ | 115.8, CH | 6.63 d (8.4) | 115.7, CH | 6.61 d (8.4) | 115.9, CH | 6.67 d (8.4) |
| 4‴ | 156.1, C | — | 155.8, C | — | 156.3, C | — |
| 1′′′′ | 133.6, C | — | ||||
| 2′′′′/6′′′′ | 130.3, CH | 6.91 d (8.4) | ||||
| 3′′′′/5′′′′ | 115.9, CH | 6.63 d (8.4) | ||||
| 4′′′′ | 156.0, C | — | ||||
Data were measured in CD3OD.