Table 1.
NMR spectroscopic data (methanol-d4, 500 MHz) for the aglycones of compounds 1, 3–15, 17 and 18.
| 1 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | |
| 2 | 159.4 | 159.4 | 158.4 | 158.6 | 158.8 | 158.6 | 158.6 | 158.9 | ||||||||
| 3 | 135.4 | 135.2 | 135.4 | 135.4 | 135.3 | 135.4 | 135.4 | 135.3 | ||||||||
| 4 | 180.0 | 180.0 | 180.1 | 180.1 | 180.2 | 180.1 | 180.1 | 180.3 | ||||||||
| 5 | 162.8 | 162.9 | 162.4 | 162.6 | 162.6 | 162.6 | 162.6 | 162.6 | ||||||||
| 6 | 6.50 d (1.5) | 100.7 | 6.51 d (2.4) | 100.8 | 6.36 d (2.1) | 100.7 | 6.41d(2.2) | 100.5 | 6.40d(2.2) | 100.6 | 6.41 d (2.3) | 100.6 | 6.39 d (2.1) | 100.5 | 6.37 d (2.1) | 100.6 |
| 7 | 164.3 | 164.4 | 164.4 | - | 164.1 | 164.1 | 164.0 | 164.0 | 164.0 | |||||||
| 8 | 6.77 d (1.6) | 95.8 | 6.80 d (2.5) | 95.7 | 6.47 d (2.1) | 95.5 | 6.48d(2.2) | 95.7 | 6.51d(2.1) | 95.8 | 6.48 d (2.3) | 95.7 | 6.42 d (2.1) | 95.6 | 6.49 d (2.1) | 95.7 |
| 9 | 157.9 | 158.0 | 157.6 | 157.6 | 157.6 | 157.6 | 157.5 | 157.6 | ||||||||
| 10 | 107.6 | 107.7 | 107.4 | 107.5 | 107.5 | 107.5 | 107.4 | 107.5 | ||||||||
| 1' | 122.7 | 122.6 | 122.6 | 122.6 | 122.2 | 122.5 | 122.5 | 122.2 | ||||||||
| 2' | 7.80 d (1.9) | 117.9 | 8.16 d (8.3) | 132.6 | 7.69 a | 117.5 | 7.72 d(1.4) | 117.5 | 8.15d (8.8) | 132.8 | 7.73 d (2.3) | 117.5 | 7.69 d (2.2) | 117.5 | 8.12 d (8.9) | 132.8 |
| 3' | 145.9 | 6.94 d (8.3) | 116.3 | 145.9 | 146.0 | 6.91d(8.7) | 116.4 | 145.9 | 146.0 | 6.88 d (8.9) | 116.4 | |||||
| 4' | 150.0 | 161.8 | 149.9 | 149.9 | - | 161.7 | 149.9 | 150.0 | 161.8 | |||||||
| 5' | 6.91 d (8.4) | 116.2 | 6.87 d (8.6) | 116.4 | 6.91d(8.3) | 116.3 | 6.91 d (8.5) | 116.3 | 6.91 d (8.4) | 116.3 | ||||||
| 6' | 7.62 dd(8.4, 1.8) | 123.3 | 7.70 dd(9.1, 2.2) | 124.1 | 7.68dd(8.8, 2.2) | 124.0 | 7.72 dd(8.4, 2.3) | 124.0 | 7.72dd(8.4, 2.1) | 123.8 | ||||||
| 2 | 158.8 | 158.9 | 158.6 | 158.8 | 158.6 | 158.6 | 158.6 | 158.6 | ||||||||
| 3 | 135.3 | 135.3 | 135.4 | 135.3 | 135.4 | 135.4 | 135.4 | 135.4 | ||||||||
| 4 | 180.3 | 180.2 | 180.0 | 180.2 | 180.1 | 180.0 | 180.0 | 180.1 | ||||||||
| 5 | 162.5 | 162.6 | 162.6 | 162.6 | 162.7 | 162.6 | 162.6 | 162.7 | ||||||||
| 6 | 6.35 d (2.1) | 100.5 | 6.39 d (2.1) | 100.7 | 6.28 d (1.6) | 100.7 | 6.28 d (1.9) | 100.7 | 6.28 d (1.9) | 100.6 | 6.28 d (1.6) | 100.6 | 6.28 d (1.2) | 100.6 | 6.29 d (2.1) | 100.6 |
| 7 | 164.1 | - | 163.5 | 163.7 | 163.7 | 163.7 | 163.6 | 163.7 | 163.7 | |||||||
| 8 | 6.43, d (2.1) | 95.6 | 6.51 d (2.1) | 95.6 | 6.42 d (1.5) | 95.7 | 6.44 d (1.9) | 95.8 | 6.39 d (1.8) | 95.7 | 6.41 d (1.6) | 95.7 | 6.42 d (1.6) | 95.7 | 6.39 d (2.1) | 95.7 |
| 9 | 157.5 | 157.7 | 157.5 | 157.6 | 157.6 | 157.5 | 157.5 | 157.5 | ||||||||
| 10 | 107.4 | 107.2 | 107.7 | 107.7 | 107.7 | 107.7 | 107.7 | 107.7 | ||||||||
| 1' | 122.1 | 122.1 | 122.6 | 122.2 | 122.5 | 122.5 | 122.6 | 122.5 | ||||||||
| 2' | 8.11 d (8.9) | 132.9 | 8.12 d (8.9) | 132.9 | 7.69 d (2.1) | 117.6 | 8.09 d (8.8) | 132.8 | 7.68 d (1.5) | 117.5 | 7.69 d (2.3) | 117.6 | 7.69 d (2.1) | 117.5 | 7.68 a | 117.5 |
| 3' | 6.89 d (8.9) | 116.4 | 6.89 d (8.8) | 116.4 | 145.9 | 6.86 d (8.8) | 116.4 | 146.0 | 145.9 | 145.9 | 146.0 | |||||
| 4' | 161.8 | 161.8 | 150.0 | 161.7 | 150.0 | 149.9 | 150.0 | 150.0 | ||||||||
| 5' | 6.86 d (8.4) | 116.4 | 6.86 d (9.0) | 116.4 | 6.86 d (8.4) | 116.3 | 6.86 d (8.4) | 116.3 | 6.86 d (9.0) | 116.4 | ||||||
| 6' | 7.66 dd (8.4, 2.1) | 124.0 | 7.69 dd (9.3,2.4) | 124.1 | 7.65 dd (8.4,2.3) | 124.0 | 7.66 dd (8.5, 2.0) | 124.0 | 7.69 a | 124.1 | ||||||
a: overlapping signals.