Table 1.
NMR spectroscopic data (500 MHz, acetone-d6) for compounds 1–3
| Position | 1 |
2 |
3 |
|||
|---|---|---|---|---|---|---|
| δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | |
| Aglycone | ||||||
| 2 | 160.1, C | 160.1, C | 160.1, C | |||
| 3 | 6.25, d (9.5) | 114.6, CH | 6.29, d (9.5) | 114.5, CH | 6.32, d (9.5) | 114.7, CH |
| 4 | 7.90, d (9.5) | 144.8, CH | 7.94, d (9.5) | 144.7, CH | 7.98, d (9.5) | 144.7, CH |
| 5 | 7.65, d (8.7) | 131.1, CH | 7.68, d (8.7) | 131.0, CH | 7.69, d (8.7) | 130.9, CH |
| 6 | 7.22, d (8.7) | 112.9, CH | 7.25, d (8.7) | 112.8, CH | 7.38, d (8.7) | 113.9, CH |
| 7 | 159.6, C | 159.5, C | 160.3, C | |||
| 8 | 113.5, C | 113.5, C | 114.1, C | |||
| 9 | 154.0, C | 154.0, C | 153.5, C | |||
| 10 | 115.1, C | 115.0, C | 115.5, C | |||
| 1′ | 7.23, s | 69.9, CH | 7.35, s | 69.1, CH | 7.33, s | 69.1, CH |
| 2′ | 209.4, C | 209.5, C | 211.2, C | |||
| 3′ | 77.8, C | 77.7, C | 77.8, C | |||
| 4′ | 1.25, s | 27.9, CH3 | 1.29, s | 27.9, CH3 | 1.28, s | 27.8, CH3 |
| 5′ | 1.35, s | 28.1, CH3 | 1.39, s | 27.9, CH3 | 1.39, s | 28.7, CH3 |
| 1″ | 172.4, C | 165.8, C | 165.3, C | |||
| 2″ | 2.23, m | 43.6, CH2 | 5.76, s | 116.1, CH | 5.74, s | 115.6, CH |
| 3″ | 2.08, m | 26.5, CH | 158.9, C | 159.4, C | ||
| 4″ | 0.93, d (6.7) | 22.7, CH3 | 2.16, s | 20.4, CH3 | 2.15, s | 20.2, CH3 |
| 5″ | 0.93, d (6.7) | 22.7, CH3 | 1.90, s | 27.3, CH3 | 1.90, s | 27.3, CH3 |
| Glucose | ||||||
| 1‴ | 5.03, d (6.9) | 102.4, CH | 5.06, d (6.0) | 102.4, CH | 4.88, d (7.7) | 104.3, CH |
| 2‴ | 3.50, t (6.9) | 74.6, CH | 3.54, t (6.0) | 74.5, CH | 3.39, t (7.7) | 74.7, CH |
| 3‴ | 3.52, overlap | 77.3, CH | 3.55, overlap | 77.1, CH | 3.51, t (7.7) | 76.8, CH |
| 4‴ | 3.44, t (7.2) | 71.1, CH | 3.47, d (8.0) | 71.0, CH | 3.43, t (7.7) | 71.2, CH |
| 5‴ | 3.54, overlap | 78.1, CH | 3.57, overlap | 78.0, CH | 3.55, m | 78.3, CH |
| 6‴ | 3.88, br d (11.8) 3.67, dd (11.8, 6.0) |
62.5, CH2 | 3.92, br d (11.6) 3.71, dd (11.6, 5.8) |
62.4, CH2 | 3.95, br d (12.0) 3.71, dd (12.0, 6.2) |
62.5, CH2 |