Table 2.
Comparison of 1H-NMR and 13C-NMR of naringenin standard with hydroxylated naringenin (eriodictyol)
| Carbon no. | Naringenin | Hydroxylated product (Eriodictyol) | ||
|---|---|---|---|---|
| 1H NMR | 13C NMR | 1H NMR | 13C NMR | |
| 2 | 5.44 (dd, J = 12.8, 3.0 Hz) | 78.90 | 5.38 (dd, J = 12.5, 3.1 Hz) | 78.92 |
| 3-trans | 3.27 (dd, J = 17.1, 12.8 Hz) | 42.44 | 3.19 (dd, J = 17.1, 12.5 Hz) | 42.54 |
| 3-cis | 2.69 (dd, J = 17.1, 3.1 Hz) | 42.44 | 2.68 (dd, J = 17.1, 3.2 Hz) | 42.54 |
| 4 | 196.88 | 196.84 | ||
| 4a | 102.24 | 102.26 | ||
| 5-OH | 12.16 (s) | 163.96 | 12.15 (s) | 163.94 |
| 6 | 5.89 (s) | 96.25 | 5.88 (m) | 96.21 |
| 7-OH | 10.78 (s) | 167.11 | 10.80 (s, 1H) | 167.10 |
| 8 | 5.89 (s) | 95.43 | 5.88 (m) | 95.41 |
| 8a | 163.41 | 163.37 | ||
| 1′ | 129.32 | 129.91 | ||
| 2′ | 7.32 (m) | 128.82 | 6.88 (s) | 115.79 |
| 3′ | 6.80 (m) | 115.63 | 146.18 | |
| 3′-OH | 9.05 (d, J = 34.2 Hz) | |||
| 4′-OH | 9.59 (s) | 158.20 | 9.05 (d, J = 34.2 Hz) | 145.65 |
| 5′ | 6.80 (m) | 115.63 | 6.75 (s) | 114.81 |
| 6′ | 7.32 (m) | 128.82 | 6.75 (s) | 118.41 |
s singlet, d doublet, dd doublet of doublet, m multiplet