Table 1.
NMR data (DMSO-d6, 1H 400 MHz and 13C 100 MHz) of O-sulphated flavonoids from Wissadula periplocifolia.
| Position | 1a | 1b | 2a | 2b | 3b | 4 | ||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 | - | 164.5, C | - | 164.3, C | - | 164.3, C | - | 163.9, C | - | 164.4, C | - | 164.4, C |
| 3 | 6.81, s | 103.1, CH | 6.93, s | 103.9, CH | 6.93, s | 104.2, CH | 6.89, s | 103.7, CH | 6.87, s | 103.3, CH | 6.87, s | 103.3, CH |
| 4 | - | 182.5, C | - | 183.1, C | - | 182.6, C | - | 182.4, C | - | 182.5, C | - | 182.8, C |
| 5 | - | 157.5, C | - | 152.0, C | - | 161.0, C | - | 157.4, C | - | 157.5, C | - | 157.6, C |
| 6 | 6.29, s | 100.0, CH | 6.90, s | 104.1, CH | 6.60, d (1.8) | 102.1, CH | 6.30, s | 100.0, CH | 6.29, s | 99.9, CH | 6.53, s | 96.6, CH |
| 7 | - | 157.5, C | - | 148.3, C | - | 160.1, C | - | 157.5, C | - | 157.5, C | - | 159.7, C |
| 8 | - | 121.9, C | - | 129.5, C | 7.05, d (1.8) | 98.0, CH | - | 121.9, C | - | 121.1, C | - | 123.3, C |
| 9 | - | 150.2, C | - | 145.7, C | - | 156.9, C | - | 150.1, C | - | 151.9, C | - | 149.9, C |
| 10 | - | 104.4, C | - | 106.8, C | - | 106.2, C | - | 104.4, C | - | 104.4, C | - | 104.3, C |
| 1′ | - | 121.9, C | - | 123.5, C | - | 123.1, C | - | 123.4, C | - | 122.3, C | - | 123.7, C |
| 2′ | 8.03, d (8.7) | 129.0, CH | 8.11, d (8.9) | 129.3, CH | 8.07, d (8.7) | 129.0, CH | 8.14, d (8.9) | 129.1, CH | 7.64, dd (1.8, 8.5) | 121.1, CH | 8.28, d (8.7) | 129.7, CH |
| 3′ | 6.93, d (8.7) | 116.4, CH | 7.14, d (8.9) | 115.2, CH | 7.12, d (8.7) | 115.1, CH | 7.13, d (8.9) | 115.0, CH | 7.14, dd (0.7, 8.5) | 115.2, CH | 7.08, d (8.7) | 114.9, CH |
| 4′ | - | 161.8, C | - | 163.0, C | - | 162.9, C | - | 162.9, C | - | 151.2, C | - | 162.8, C |
| 5′ | 6.93, d (8.7) | 116.4, CH | 7.14, d (8.9) | 115.2, CH | 7.12, d (8.7) | 115.1, CH | 7.13, d (8.9) | 115.0, CH | - | 148.5, C | 7.08, d (8.7) | 114.9, CH |
| 6′ | 8.03, d (8.7) | 129.0, CH | 8.11, d (8.9) | 129.3, CH | 8.07, d (8.7) | 129.0, CH | 8.14, d (8.9) | 129.1, CH | 7.82, d (1.8) | 111.2, CH | 8.28, d (8.7) | 129.7, CH |
| OCH3-4′ | - | - | 3.86, s | 56.1, CH3 | 3.86, s | 56.0, CH3 | 3.87, s | 56.0, CH3 | - | - | 3.86, s | 56.1, CH3 |
| OCH3-7 | - | - | - | - | - | - | - | - | - | - | 3.85, s | 57.0, CH3 |
| OCH3-5′ | - | - | - | - | - | - | - | - | 3.88, s | 56.4, CH3 | - | - |
| OH-5 | 12.75, s | - | 12.16, s | - | 12.82, s | - | 12.70, s | - | 12.71, s | - | 12.87, s | - |
| OH-8 | - | - | 8.98, s | - | - | - | - | - | - | - | - | - |
| OH-7 | 9.96, s | - | - | - | - | - | - | - | - | - | - | - |
| OH-4′ | 10.42, s | - | - | - | - | - | - | - | - | - | - | - |