Table 2.
Umbelliferone in comparision with hydroxylated (esculetin), glucosylated (skimmin) and methylated umbelliferone (herniarin) on 1H-NMR and 13C-NMR analyses
Carbon No. | Umbelliferone | Esculetin | Skimmin | Herniarin | ||||
---|---|---|---|---|---|---|---|---|
1H NMR | 13C NMR | 1H NMR | 13C NMR | 1H NMR | 13C NMR | 1H NMR | 13C NMR | |
2 | 160.92 | 158.21 | 158.64 | 160.77 | ||||
3 | 6.20 (d, J = 9.4 Hz). | 111.87 | 6.70 (d, J = 2.3 Hz) | 113.61 | 6.33 (d, J = 9.5 Hz) | 113.75 | 6.30 (d, J = 9.4 Hz) | 112.89 |
4 | 7.93 (d, J = 9.4 Hz) | 145.00 | 7.35 (d, J = 8.4 Hz) | 127.73 | 8.01 (d, J = 9.5 Hz) | 144.74 | 8.00 (d, J = 9.5 Hz) | 144.84 |
4a | 111.75 | 112.72 | 113.61 | 101.19 | ||||
5 | 7.52 (s) | 130.18 | 7.06 (s) | 116.69 | 7.65 (d, J = 8.6 Hz) | 129.91 | 7.64 (d, J = 8.5 Hz) | 129.97 |
6 | 6.79 (dd, J = 8.4, 2.3 Hz) | 113.59 | 139.02 | 7.05 (d, J = 2.3 Hz) | 114.13 | 6.96 (dd, J = 8.6, 2.4 Hz) | 112.96 | |
7 | 161.76 | 159.16 | 160.68 | 162.96 | ||||
8 | 6.72 (s) | 102.63 | 6.74 (dd, J = 8.5, 2.3 Hz) | 102.36 | 7.02 (dd, J = 8.6, 2.3 Hz) | 103.63 | 7.01 (d, J = 2.4 Hz) | 75.85 |
8a | 155.97 | 151.00 | 155.50 | 155.91 | ||||
1’ | 5.03 (d, J = 7.5 Hz) | 100.43 | 56.42 | |||||
2’ | 3.44 (dd, J = 10.9, 6.1 Hz) | 73.52 | ||||||
3’ | 3.38 – 3.22 (m) | 77.57 | ||||||
4’ | 3.13 (s) | 70.03 | ||||||
5’ | 3.68 (dd, J = 2.9, 1.1 Hz) | 76.85 | ||||||
6’ | 4.28 (d, J = 9.1 Hz) | 61.05 | ||||||
Hydroxyl group | ||||||||
7-OH | 10.59 (s) | 9.84 (s) | ||||||
6-OH | 10.09 (s) | |||||||
Methyl group | ||||||||
7-OCH3 | 3.86 (s) |
s singlet, d doublet, dd doublet of doublet, m multiplet