TABLE 3.
1H NMR (500 MHz) and13C NMR (125 MHz) data of compounds 2–4 in DMSO-d 6.
| Position | 2 | 3 | 4 | |||
|---|---|---|---|---|---|---|
| δ H (J in Hz) | δ C type | δ H (J in Hz) | δ C type | δ H (J in Hz) | δ C type | |
| 1 | — | — | — | ― | — | — |
| 2 | — | 157.5, C | — | 157.5, C | — | 157.8, C |
| 3 | — | 134.5, C | — | 134.2, C | — | 134.1, C |
| 4 | — | 178.3, C | — | 178.3, C | — | 178.1, C |
| 5 | — | 159.01, C | — | 159.1, C | — | 159.1, C |
| 6 | 6.60 s | 98.0, CH | 6.60 s | 98.0, CH | 6.61 s | 98.0, CH |
| 7 | — | 160.4, C | — | 160.4, C | — | 160.5, C |
| 8 | — | 108.2, C | — | 108.2, C | — | 108.2, C |
| 9 | — | 152.3, C | — | 152.8, C | — | 152.9, C |
| 10 | — | 105.4, C | — | 105.3, C | — | 105.4, C |
| 11 | 3.42, 3.58 m | 21.4, CH2 | 3.42, 3.58 m | 21.4, CH2 | 3.43, 3.56 m | 21.5, CH2 |
| 12 | 5.18 m | 122.2, CH | 5.18 m | 122.2, CH | 5.15 m | 122.1, CH |
| 13 | — | 131.2, C | 131.2, C | — | 131.2, C | |
| 14 | 1.61 s | 25.5, CH3 | 1.61 s | 25.5, CH3 | 1.61 s | 25.5, CH3 |
| 15 | 1.71 s | 17.4, CH3 | 1.71 s | 17.5, CH3 | 1.71 s | 17.5, CH3 |
| 1′ | ― | 120.4, C | ― | 120.11, C | ― | 120.5, C |
| 2′ | 7.41 d (2.2) | 115.6, CH | 7.41 d (2.2) | 115.5, CH | 7.36 d (2.2) | 115.8, CH |
| 3′ | — | 145.5, C | — | 145.5, C | — | 145.5, C |
| 4′ | — | 149.3, C | — | 149.5, C | — | 149.0, C |
| 5′ | 6.89 d (8.3) | 115.6, CH | 6.89 d (8.4) | 115.6, CH | 6.87 d (8.4) | 115.5, CH |
| 6′ | 7.32 dd (8.3, 2.2) | 121.0, CH | 7.32 dd (8.4, 2.2) | 120.9, CH | 7.31 dd (8.4, 2.2) | 121.2, CH |
| 7-O-Glc | ||||||
| 1″ | 4.99 d (7.6) | 100.6, CH | 4.98 d (6.7) | 100.6, CH | 4.99 d (7.7) | 100.6, CH |
| 2″ | 3.31 m | 73.4, CH | 3.29 m | 73.4, CH | 3.30 m | 73.4, CH |
| 3″ | 3.29 m | 76.6, CH | 3.31 m | 76.6, CH | 3.34 m | 76.6, CH |
| 4″ | 3.17 m | 69.7, CH | 3.15 m | 69.7, CH | 3.17 m | 69.7, CH |
| 5″ | 3.42 m | 77.2, CH | 3.42 m | 77.2, CH | 3.42 m | 77.2, CH |
| 6″ | 3.46 m, 3.71 dd (12.0, 1.9) | 60.6, CH2 | 3.47 m, 3.71 dd (11.9, 1.9) | 60.6, CH2 | 3.48 m, 3.71 dd (12.0, 1.9) | 60.6, CH2 |
| 3-O-Rha | ||||||
| 1‴ | 5.50 d (1.6) | 101.0, CH | 5.32 d (1.4) | 100.9, CH | 5.39 d (1.6) | 100.5, CH |
| 2‴ | 4.15 dd (4.2, 1.6) | 81.5, CH | 4.07 dd (3.7, 1.4) | 80.1, CH | 4.12 dd (3.3, 1.6) | 75.7, CH |
| 3‴ | 3.61 m | 70.2, CH | 3.60 m | 70.3, CH | 3.66 m | 70.3, CH |
| 4‴ | 3.14 m | 71.8, CH | 3.12 m | 71.7, CH | 3.14 m | 72.0, CH |
| 5‴ | 3.58 m | 70.5, CH | 3.66 m | 70.4, CH | 3.26 m | 70.7, CH |
| 6‴ | 0.89 d (6.2) | 17.9, CH3 | 0.90 d (6.2) | 17.9, CH3 | 0.84 d (6.2) | 17.9, CH3 |
| 2‴-O-Glc or 2‴-O-Xyl or 2‴-O-Rha | ||||||
| 1‴′ | 4.24 d (7.9) | 106.3, CH | 4.16 d (7.7) | 106.5, CH | 4.88 (1.7) | 101.7, CH |
| 2‴′ | 2.97 m | 73.9, CH | 2.94 m | 73.8, CH | 3.68 m | 70.1, CH |
| 3‴′ | 3.14 m | 69.0, CH | 3.05 m | 76.2, CH | 3.34 m | 70.5, CH |
| 4‴′ | 3.15 m | 76.2, CH | 3.17 m | 69.3, CH | 3.16 m | 72.0, CH |
| 5‴′ | 2.95 m | 76.5, CH | 3.45 m | 65.7, CH2 | 3.37 m | 68.8, CH |
| 6‴′ | 3.31 m, 3.46 m | 60.2, CH2 | 2.90 m | 1.09 d (6.2) | 17.6, CH3 | |