Table A1.
NMR spectral references for cynaropicrin. Spectra of the purified fraction were measured in CD3OD. Splitting patterns and coupling constants were determined by J-res experiment.
| Position | 1H (δ; J) | 13C (δ) | HMBC | COSY |
|---|---|---|---|---|
| 1 | 3.00 (ddd; J = 11.53; 10.65 Hz; 6.84) | 46.22 | 39.78; 51.32; 74.18; 118.11; 142.84 | 2.09; 1.74; 2.88 |
| 2a | 2.09 (ddd; J = 13.14; 7.50; 6.84 Hz) | 39.78 | 46.22; 51.32; 74.18; 142.84 | 1.74; 3.00; 4.49 |
| 2b | 1.74 (ddd; J = 13.14; 11.53; 8.80 Hz) | 39.78 | 46.22; 74.18; 152.92 | 2.09; 3.00; 4.49 |
| 3 | 4.49 (dd; J = 8.80; 7.60 Hz) | 74.18 | 152.92 | 2.09; 1.74; 5.43; 5.64 |
| 4 | - | 152.92 | - | - |
| 5 | 2.88 (ddd; J = 10.65; 9.21 Hz) | 51.32 | 79.81 | 3.00; 4.33; 4.91; 5.33 |
| 6 | 4.33 (dd; J = 11.06; 8.89 Hz) | 79.81 | 75.15 | 2.88; 3.27 |
| 7 | 3.27 (m) | 41.48 | ov. | 4.33; 5.15; 6.12; 5.64 |
| 8 | 5.15 (m) | 75.15 | ov. | 3.27 |
| 9a | 2.73 (dd; J = 14.65; 5.26 Hz) | 37.14 | 118.11; 142.84 | 2.40; 4.91; 5.15 |
| 9b | 2.40 (dd; J = 14.65; 3.50 Hz) | 37.14 | 118.11; 142.84 | 2.73; 4.91; 5.15 |
| 10 | - | 142.84 | - | - |
| 11 | - | 138.77 | - | - |
| 12 | - | 170.01 | - | - |
| 13a | 6.12 (d; J = 3.30 Hz) | 121.96 | 41.48; 138.77; 170.01 | 3.27; 5.64 |
| 13b | 5.64 (d; J = 3.30 Hz) | 121.96 | 41.48; 138.77; 170.01 | 3.27; 6.12 |
| 14a | 5.14 (d; J = 2.09 Hz) | 118.11 | 37.14; 46.22; 142.84 | 2.40; 2.73; 4.91 |
| 14b | 4.91 (d; J = 2.09 Hz) | 118.11 | 37.14; 46.22; 142.84 | 2.40; 2.73; 5.14 |
| 15a | 5.43 (d; J = 1.97 Hz) | 122.36 | 51.32; 74.18; 152.92 | 2.88; 4.49; 5.33 |
| 15b | 5.33 (d; J = 1.97 Hz) | 122.36 | 51.32; 74.18; 152.92 | 2.88; 4.49; 5.43 |
| 1’ | - | 165.28 | - | - |
| 2’ | - | 140.80 | - | - |
| 3’a | 6.30 (d; J = 1.40 Hz) | 125.70 | 61.73; 140.80; 165.28 | 4.30; 5.97 |
| 3’b | 5.97 (d; J = 1.40 Hz) | 125.70 | 61.73; 140.80; 165.28 | 4.30; 6.30 |
| 4’ | 4.30 (s) | 61.73 | 125.70;140.80; 165.28 | 5.97; 6.30 |