Table 2.
1H NMR (600 MHz) and 13C NMR (150 MHz) data for compounds 5-9 in DMSO-d6.
Pos. | 5 | 6 | 7 | 8 | 9 | |||||
---|---|---|---|---|---|---|---|---|---|---|
δC | δH | δC | δH | δC | δH | δC | δH | δC | δH | |
1 | 168.0 | |||||||||
2 | 153.5 | 158.2 | 157.0 | 157.9 | ||||||
3 | 110.0 | 102.0 | 6.27, s | 108.1 | 6.39, s | 101.8 | 6.98, s | 103.1 | 7.05, s | |
3a | 130.1 | 119.9 | 143.1 | 120.2 | 129.6 | |||||
4 | 140.6 | 192.1 | 36.4 | 2.91, m | 127.7 | 119.1 | ||||
5 | 151.2 | 77.1 | 3.89, dd (4.6, 7.8) | 26.7 | Hα: 2.10, m | 115.3 | 7.25, s | 131.8 | 7.55, d (8.1) | |
Hβ: 1.82, m | ||||||||||
6 | 118.0 | 7.01, d (7.8) | 70.7 | 3.95, m | 36.2 | 2.43, m | 154.6 | 110.4 | 6.73, d (8.1) | |
7 | 116.6 | 7.16, d (7.8) | 30.4 | Hα: 3.15, dd (4.8, 16.8) | 184.2 | 103.6 | 7.21, s | 150.5 | ||
Hβ: 2.80, dd (7.8, 16.8) | ||||||||||
7a | 119.5 | 162.4 | 145.9 | 155.7 | 143.5 | |||||
8 | 67.3 | 4.26, q (6.6) | 13.1 | 2.27, s | 13.7 | 2.34, s | 13.8 | 2.44, s | 13.8 | 2.47, s |
9 | 17.1 | 1.12, d (6.6) | 63.2 | Hα: 3.64, m | 192.4 | 10.07, s | 189.7 | 9.83, s | ||
Hβ: 3.52, m | ||||||||||
3-OCH3 | 50.8 | 2.97, s | ||||||||
4-OH | 9.39, s | |||||||||
5-OH | 10.51, s | 5.50, d (4.6) | ||||||||
6-OH | 5.44, d (4.2) | a | ||||||||
7-OH | a | |||||||||
8-OH | 5.63, br s | |||||||||
9-OH | 4.87, t (5.4) |
Not observed