Table 1.
1H-NMR chemical shift values for 1–3 isolated from Stevia rebaudiana recorded in CD3OD a.
| Position | 1 | 2 | 3 |
|---|---|---|---|
| 1 | 0.86 (m, 1H), 1.86 (m, 1H) | 0.86 (m, 1H), 1.86 (m, 1H) | 0.97 (m, 1H), 1.71 (m, 1H) |
| 2 | 1.39 (m, 1H), 1.90 (m, 1H) | 1.42 (m, 1H), 1.94 (m, 1H) | 1.38 (m, 1H), 1.90 (m, 1H) |
| 3 | 1.02 (m, 1H), 2.10 (d, 11.9, 1H) | 1.00 (m, 1H), 2.12 (d, 12.6, 1H) | 1.08 (m, 1H), 2.18 (d, 13.7, 1H) |
| 5 | 1.08 (m, 1H) | 1.07 (m, 1H) | 1.22 (m, 1H) |
| 6 | 1.52 (m, 1H), 1.83 (m, 1H) | 1.82 (m, 1H), 1.97 (m, 1H) | 1.90 (m, 2H) |
| 7 | 1.50 (m, 1H), 1.58 (m, 1H) | 1.37 (m, 1H), 1.58 (m, 1H) | 1.49 (m, 1H), 1.68 (m, 1H) |
| 9 | 0.86 (m, 1H) | 0.93 (t, J = 7.8 Hz, 1H) | 1.24 (m, 1H) |
| 11 | 1.50 (m, 1H), 1.69 (m, 1H) | 1.65 (m, 1H), 1.85 (m, 1H) | 1.23 (m, 1H), 1.68 (m, 1H) |
| 12 | 1.63 (m, 1H), 1.67 (m, 1H) | 1.80 (m, 1H), 1.04 (m, 1H) | 1.43 (m, 1H), 1.53 (m, 1H) |
| 14 | 1.68 (m, 1H), 2.23 (d, 10.0, 1H) | 1.84 (m, 1H), 1.98 (d, 10.0, 1H) | 1.45 (m, 1H), 1.56 (m, 1H) |
| 15 | 5.14 (s, 1H) | 1.42 (d, 13.7, 1H), 1.60 (d, 13.7, 1H) | 1.84 (m, 1H), 2.63 (dd, 3.3, 18.9, 1H) |
| 17 | 1.72 (s, 3H) | 1.27 (s, 3H) | 0.81 (s, 3H) |
| 19 | 1.17 (s, 3H) | 1.16 (s, 3H) | 1.23 (s, 3H) |
| 20 | 0.99 (s, 3H) | 0.98 (s, 3H) | 0.94 (s, 3H) |
| 1′ | 4.66 (d, 7.8, 1H) | 4.66 (d, 8.2, 1H) | 5.39 (d, 8.2, 1H) |
| 2′ | 3.57 (m, 1H) | 3.56 (m, 1H) | 3.33 (dd, 7.5, 8.0, 1H) |
| 3′ | 3.77 (m, 1H) | 3.74 (m, 1H) | 3.43 (dd, 8.2, 8.9, 1H) |
| 4′ | 3.36 (m, 1H) | 3.34 (m, 1H) | 3.32 (dd, 8.4, 9.2, 1H) |
| 5′ | 3.28 (m, 1H) | 3.30 (m, 1H) | 3.36 (ddd, 8.4, 1.8, 6.9, 1H) |
| 6′ | 3.64 (m, 1H), 3.80 (m, 1H) | 3.67 (m, 1H), 3.88 (m, 1H) | 3.67 (dd, 2.1, 11.4, 1H), 3.80 (dd, 4.2, 12.2, 1H) |
| 1′′ | 4.85 (d, 7.8, 1H) | 4.89 (d, 7.8, 1H) | |
| 2′′ | 3.24 (m, 1H) | 3.25 (m, 1H) | |
| 3′′ | 3.32 (m, 1H) | 3.42 (m, 1H) | |
| 4′′ | 3.33 (m, 1H) | 3.32 (m, 1H) | |
| 5′′ | 3.33 (m, 1H) | 3.36 (m, 1H) | |
| 6′′ | 3.56 (m, 1H), 3.81 (m, 1H) | 3.60 (m, 1H), 3.80 (m, 1H) | |
| 1′′′ | 4.72 (d, 7.8, 1H) | 4.74 (d, 7.8, 1H) | |
| 2′′′ | 3.27 (m, 1H) | 3.25 (m, 1H) | |
| 3′′′ | 3.33 (m, 1H) | 3.32 (m, 1H) | |
| 4′′′ | 3.32 (m, 1H) | 3.32 (m, 1H) | |
| 5′′′ | 3.36 (m, 1H) | 3.36 (m, 1H) | |
| 6′′′ | 3.67 (m, 1H), 3.71 (m, 1H) | 3.65 (m, 1H), 3.80 (m, 1H) |
a assignments made on the basis of COSY, HSQC and HMBC correlations; b Chemical shift values are in δ (ppm); c Coupling constants are in Hz.