Table 1 1H (600 MHz, MeOD) and 13C (150 MHz, MeOD) data of AOP1, AOP2 and AOP3
From: Cycloartanes from Oxyanthus pallidus and derivatives with analgesic activities
Positions | AOP1 | AOP2 | AOP3 | |||
|---|---|---|---|---|---|---|
δC | δH (mult, J(Hz) | δC | δH (mult, J(Hz) | δC | δH (mult, J (Hz) | |
1 | 31.5 | 1.33 (1H, m, Hβ), 1.61 (1H, m, Hα) | 31.3 | 1.33 (1H, m, Hβ), 1.60 (1H, m, Hα) | 31.3 | 1.33 (1H, m, Hβ), 1.62 (1H, m, Hα) |
2 | 30.5 | 1.64 (1H, m, Hα), 1.73 (1H, m, Hβ) | 29.4 | 1.64 (1H, m, Hα), 1.73 (1H, m, Hβ) | 29.4 | 1.63 (1H, m, Hα), 1.72 (1H, m, Hβ) |
3 | 79.1 | 3.17 (dd, 4.6, 10.1) | 77.7 | 3.24 (dd, 4.4, 11.1) | 78.0 | 3.17 (dd, 4.5, 10.1) |
4 | 41.2 | 39.8 | / | 39.8 | / | |
5 | 45.6 | 1.51 (dd, 3.7, 13.1) | 45.7 | 1.52 (dd, 3.9, 13.1) | 45.7 | 1.51 (dd, 3.8, 12.1) |
6 | 29.3 | 1.04 (1H, m, Hα), 1.74 (1H, m, Hβ) | 30.7 | 1.04 (1H, m, Hα), 1.74 (1H, m, Hβ) | 30.7 | 1.03, (1H, m, Hα), 1.74 (1H, m, Hβ) |
7 | 70.1 | 3.50 ddd (4,0, 7.1, 12.6) | 70.0 | 3.50 ddd (4,0, 7.1, 12.7) | 70.0 | 3.50 (ddd, 4.0, 9.4, 13.3) |
8 | 54.4 | 1.72 (1H, d, 7.0) | 54 .2 | 1.71 (1H, d, 6.0) | 54.2 | 1.72 (1H, d, 6.0) |
9 | 26.6 | 26.5 | / | 26.5 | / | |
10 | 19.7 | 19.6 | / | 19.7 | / | |
11 | 26.0 | 1.31 (1H, m, Hα), 1.90 (1H, m, Hβ) | 26.0 | 1.31 (1H, m, Hα), 1.92 (1H, m, Hβ) | 26.0 | 1.30 (1H, m, Hα), 1.92 (1H, m, Hβ) |
12 | 32.8 | 1.61 (1H, m, Hα), 1.68 (1H, m, Hβ) | 32.4 | 1.63 (1H, m, Hα), 1.69 (1H, m, Hβ) | 32.3 | 1.62 (1H, m, Hα), 1.68 (1H, m, Hβ) |
13 | 45.3 | 45.4 | / | 45.4 | / | |
14 | 46.0 | 46.0 | / | 46.0 | / | |
15 | 48.8 | 1.64 (1H, dd, 5.2, 7.5, Hβ), 2.25 (1H, dd, 5.2 7.5, Hα) | 48.8 | 1.66 (1H, dd, 5.2, 7.6, Hβ), 2.25 (1H, dd, 5.2, 7.6, Hα) | 48.8 | 1.67 (1H, dd, 5.2, 7.7, Hβ), 2.25 (1H, dd, 5.2, 7.7, Hα) |
16 | 72.1 | 4.43 (1H, ddd, 5.2, 7.5, 7.8) | 72.1 | 4.44 (1H, ddd, 5.2, 7.6, 7.9) | 72.0 | 4.43 (1H, ddd, 5.2, 7.6, 7.9) |
17 | 55.8 | 1.63 (1H, dd, 7.8, 12.3) | 55.9 | 1.64 (1H, dd, 7.9, 12.4) | 55.8 | 1.63 (1H, dd, 7.9, 12.4) |
18 | 17.2 | 1.20 (3H, s) | 17.3 | 1.22 (3H, s) | 17.2 | 1.21 (3H, s) |
19 | 27.9 | 0.19 (1H, d, 4.0, Hα), 0.87 (1H, d, 4.0, Hβ) | 27.9 | 0.19 (1H, d, 4.0, Hα), 0.85 (1H, d, 4.0, Hβ) | 27.9 | 0.75 (1H, d, 4.0, Hα), 0.86 (1H, d, 4.0, Hβ) |
20 | 30.1 | 1.81 (1H, m) | 28.4 | 1.92 (1H, m) | 28.5 | 1.82 (1H, m) |
21 | 17.5 | 0.99 (1H, d, 7.6) | 17.6 | 0.99 (1H, d, 7.6) | 17.5 | 1.00 (1H, d, 7.6) |
22 | 31.1 | 1.26 (1H, m, Hα),, 1.82 (1H, m, Hβ) | 32.3 | 1.24 (1H, m, Hα), 1.82 (1H, m, Hβ) | 32.5 | 1.22(1H, m, Hα),, 1.92(1H, m, Hβ) |
23 | 28.3 | 1.63 (1H, m, Hα), 1.70 (1H, m, Hβ) | 27.0 | 1.63 (1H, m, Hα), 1.72 (1H, m, Hβ) | 28.0 | 1.62 (1H, m, Hα), 1.72 (1H, m, Hβ) |
24 | 218.9 | 77.0 | 3.40 (1H, dd, 5.1, 12.0) | 79.3 | 3.25 (1H, dd, 4.9, 11..3) | |
25 | 77.8 | 72.4 | / | 72.4 | / | |
26 | 26.8 | 1.19 (3H, s) | 24.0 | 1.19 (3H, s) | 24.3 | 1.19 (3H, s) |
27 | 26.8 | 1.17 (3H, s) | 23.9 | 1.17 (3H, s) | 23.4 | 1.16 (3H, s) |
28 | 26.0 | 0.98 (3H, s) | 24.6 | 0.98 (3H, s) | 24.6 | 0.98 (3H, s) |
29 | 13.2 | 0.86 (3H, s) | 13.1 | 0.84 (3H, s) | 14.9 | 0.86 (3H, s) |
30 | 18.5 | 0.97 (3H, s) | 18.4 | 0.97 (3H, s) | 18.4 | 0.97 (3H, s) |