Table 2. NMR Spectroscopic Data (1H 800 and 13C 200 MHz, CD3OD) for Obloneside (4).
| position | δC, type | δH m (J in Hz) | HMBC |
|---|---|---|---|
| 2 | 154.2, CH | 8.17 s | C-1′, C-3, C-4, C-8a |
| 3 | 126.9, C | ||
| 4 | 177.1, CO | ||
| 4a | 115.2, C | ||
| 5 | 101.8, CH | 7.12 s | C-4, C-4a, C-6, C-7, C-8a |
| 6 | 157.0, C | ||
| 7 | 142.1, C | ||
| 8 | 153.9, C | ||
| 8a | 155.5, C | ||
| 1′ | 126.0, C | ||
| 2′- | 110.8, CH | 7.03 d (1.7) | C-3, C-3′, C-4′, C-6′ |
| 3′ | 148.9, C | ||
| 4′ | 148.9, C | ||
| 5′ | 109.0, C | 6.84 d (8.0) | C-1′, C-3′, C-4′ |
| 6′ | 123.8, CH | 6.97 dd (8.0, 1.7) | C-2′, C-3, C-4′ |
| OCH2O | 102.5, CH2 | 5.98 d (1.2) | C-3′, C-4′ |
| OMe-7 | 62.8, OMe | 3.92 s | C-7 |
| OMe-8 | 62.3, OMe | 3.91 s | C-8 |
| β-glycoside moiety 1 | |||
| 1″ | 101.6, CH | 5.05 d (7.9) | C-3″, C-5″, C-6 |
| 2″ | 73.6, CH | 3.78 dd (8.7, 7.9) | C-1″, C-4″ |
| 3″ | 76.7, CH | 3.70 dd (9.5, 7.9) | C-4″, C-5″, C-7″ |
| 4″ | 89.4, CH | 3.61 dd (9.5, 9.1) | C-1‴, C-2″, C-3‴ |
| 5″ | 70.2, CH | 3.46 dd (9.3, 9.1, 7.3) | C-1″, C-3″, C-4″, C-7″ |
| 7″ | 67.8, OCH2 | 4.08 d (9.3) | C-1‴′, C-2″, C-4″, C-5″ |
| 3.58 (7.3) | |||
| β-glycoside moiety 2 | |||
| 1‴ | 105.4, CH | 4.53 d (7.8) | C-3″, C-4″, C-5‴ |
| 2‴ | 75.2, CH | 3.34 dd (8.9, 7.8) | C-1‴, C-5‴ |
| 3‴ | 76.6, CH | 3.55 dd (9.7, 8.9) | C-2‴, C-4‴ |
| 4‴ | 71.7, CH | 3.32 dd (9.7, 9.7) | C-3‴, C-5‴, C-7‴ |
| 5‴ | 77.6, CH | 3.43 ddd (9.7, 9.2, 7.2) | C-1‴, C-3‴, C-4‴, C-7‴ |
| 7‴ | 68.5, OCH2 | 4.04 d (9.2) | C-1‴″, C-2‴″, C-4‴ |
| 3.58 d (7.2) | |||
| α-rhamnoside moiety 3 | |||
| 1‴′ | 102.1, CH | 4.71 d (1.2) | C-2‴′, C-3‴′, C-5‴′, C-7″ |
| 2‴′ | 71.9, CH | 3.90 dd (3.3, 1.2) | C-1‴′, C-3‴′, C-4‴′ |
| 3‴′ | 72.2, CH | 3.70 dd (9.4, 3.3) | C-4‴′, C-5‴′ |
| 4‴′ | 74.1, CH | 3.37 dd (9.5, 9.4) | C-2‴′, C-3‴′, C-5‴′ |
| 5‴′ | 70.0, CH | 3.67 dd (9.5, 6.2) | C-1‴′, C-3‴′, C-4‴′ |
| 7‴′ | 18.1, CH3 | 1.28 d (6.2) | C-4‴′, C-5‴′ |
| α-rhamnoside moiety 4 | |||
| 1‴″ | 102.4, CH | 4.74 d (1.4) | C-2‴″, C-3‴″, C-5‴″, C-7‴ |
| 2‴″ | 72.0, CH | 3.92 dd (3.4, 1.4) | C-1‴″, C-4‴″ |
| 3‴″ | 72.4, CH | 3.80 dd (9.4, 3.4) | C-1‴″, C-2‴″, C-4‴″ |
| 4‴″ | 74.0, CH | 3.39 dd (9.5, 9.4) | C-2‴″, C-3‴″, C-5‴″ |
| 5‴″ | 69.9, CH | 3.63 dd (9.5, 6.2) | C-1‴″, C-3‴″, C-4‴″ |
| 7‴″ | 18.0, CH3 | 1.21 d (6.2) | C-4‴″, C-5‴″ |