Table 2.
1H- and 13C-NMR spectral data of compounds 9 and 24 [(600/150 MHz, TMS, δ (ppm) (J = Hz)]
Position | 9 a | 24 b | ||
---|---|---|---|---|
δ H | δ C | δ H | δ C | |
2 | – | 165.3 | – | 163.5 |
3 | 6.64 (s) | 106.08 | 6.56 (s) | 102.6 |
4 | – | 183.9 | – | 181.6 |
4a | – | 105.5 | – | 103.1 |
5 | – | 163.4 | – | 156.5 |
6 | 6.10 (d 2.0) | 100.4 | – | 108.3 |
7 | – | 166.4 | – | 163.9 |
8 | 6.34 (d 2.0) | 95.3 | 6.37 (s) | 93.6 |
8a | – | 159.6 | – | 160.7 |
1′ | – | 128.1 | – | 121.4 |
2′ | 7.26 (s) | 105.3 | 7.375 (s) | 113.1 |
3′ | – | 154.8 | – | 145.8 |
4′ | – | 140.7 | – | 150.0 |
5′ | – | 154.8 | 6.87 (d 8.0) | 116.0 |
6′ | 7.26 (s) | 105.3 | 7.382 (d 8.0) | 118.8 |
3′,5′-OMe | 3.96 (s) | 57.1 | – | |
5-OH | – | – | 13.55 (br s) | |
1′′ | – | 130.9 | 4.58 (d 9.4) | 72.2 |
2′′ | 6.81 (s) | 106.13 | 4.60 (m) | 78.7 |
3′′ | – | 148.9 | 3.61 (d 5.9) | 74.5 |
4′′ | – | 136.2 | 3.80 (m) | 68.6 |
5′′ | – | 148.9 | 3.75 (d 11.5) | 70.2 |
3.52 (d 11.7) | ||||
6′′ | 6.81 (s) | 106.13 | – | – |
7′′ | 5.17 (d 5.5) | 82.0 | – | – |
8′′ | 4.55 (m) | 86.9 | – | – |
9′′ | 3.72 (dd 12.1, 4.3) | 61.8 | – | – |
3.39 (m) | ||||
3′′,5′′-OMe | 3.84 (s) | 56.9 | – | – |
1′′′ | 4.57 (d 7.5) | 104.9 | 4.19 (d 7.7) | 104.9 |
2′′′ | 4.33 (m) | 75.7 | 2.87 (t 8.3, 8.6) | 74.6 |
3′′′ | 3.42 (m) | 78.2 | 3.06 (t 8.9) | 76.5 |
4′′′ | 3.19 (m) | 71.5 | 2.97 (t 8.9, 9.3) | 69.8 |
5′′′ | 3.37 (m) | 77.9 | 2.70 (t 9.3) | 76.2 |
6′′′ | 3.75 (dd 11.9, 2.3) | 62.6 | 3.16 (m) | 60.8 |
3.60 (dd 11.9, 5.3) |
s Singlet, m multilet, d doublet, dd double doublet, br s broad singlet, t triplet
ain CD3OD, 25 °C
bin DMSO-d 6, 45 °C