Table 2 1H-NMR and 13C-NMR of compound 1
Compound 1 | Maniladiol, Quijano et al. [35] | |||
|---|---|---|---|---|
Positions | δc (CD3OD+ CDCl3, 100 MHz) | δH (mult; J) (CD3OD+ CDCl3, 400 MHz) | δc (CD3Cl, 125 MHz) | δH (mult; J) (CD3Cl, 500 MHz) |
1 | 32.9 | 1.40 (1H;m) 1.12 (1H; m) | 38.5 | 1.64 (1H; m) 0.98 (1H; m) |
2 | 24.5 | 1.99 (1H; m) 1.52 (1H; m) | 27.1 | 1.62 (1H; m) 1.58 (1H; m) |
3 | 75.4 | 3.35 (1H;dd; 11.9; 4.8) | 78.9 | 3.22 (1H; dd; 11.5; 4.5) |
4 | 37.1 | – | 38.7 | – |
5 | 48.8 | 1.30 (1H;m) | 55.1 | 0.74 (1H; dd; 11.5; 1.5) |
6 | 18.0 | 1.45 (1H; m) 1.44 (1H; m) | 18.3 | 1.58 (1H; t; 3.6) 1.41 (1H; dd; 15.5; 12.0) |
7 | 32.4 | 1.62 (1H; m) 1.38 (1H; m) | 32.6 | 1.54 (1H; t; 3.5) 1.33 (1H; t; 3.6) |
8 | 39.9 | – | 39.8 | – |
9 | 46.5 | 1.06 (1H; m) | 46.8 | 1.51 (1H; dd; 11.0; 6.5) |
10 | 36.6 | – | 37.3 | – |
11 | 23.4 | 1.91 (2H; m) | 23.5 | 1.92 (1H; ddd; 18.5; 11.0; 3.5) 1.86 (1H; ddd; 18.5; 7.0; 4.0) |
12 | 122.3 | 5.26 (1H; t; 3.4) | 122.3 | 5.25 (1H; t; 3.5) |
13 | 143.7 | – | 143.5 | – |
14 | 43.5 | – | 43.7 | – |
15 | 34.9 | 1.71 (1H; m) 1.26 (1H; m) | 35.5 | 1.67 (1H; d; 13.0) 1.31 (1H; dd; 13.0; 5.0) |
16 | 65.0 | 4.16 (1H; dd; 11.5; 4.9) | 66.0 | 4.20 (1H; dd; 11.5; 5.0) |
17 | 37.0 | – | 36.8 | – |
18 | 49.2 | 2.16 (1H; dd; 11.5; 4.9) | 49.0 | 2.15 (1H; dd; 14.0; 4.5) |
19 | 46.5 | 1.71 (1H; m) 1.06 (1H; m) | 46.5 | 1.68 (1H; t; 14.0) 1.06 (1H; ddd; 13.5; 4.5; 2.5) |
20 | 30.4 | – | 30.9 | – |
21 | 34.0 | 1.41 (1H; m) 1.13 (1H; m) | 34.1 | 1.36 (1H; t; 3.7) 1.15 (1H; t; 3.6) |
22 | 30.5 | 1.91 (1H; m) 1.88 (1H; m) | 30.5 | 1.83(1H; t; 3.4) 1.20(1H; t; 3.5) |
23 | 27.8 | 0.95 (3H; s) | 28.0 | 1.00 (3H; s) |
24 | 21.7 | 0.86 (3H; s) | 15.6 | 0.79 (3H; s) |
25 | 14.8 | 0.99 (3H; s) | 15.5 | 0.94 (3H; s) |
26 | 16.24 | 1.03 (3H; s) | 16.8 | 0.99 (3H; s) |
27 | 26.4 | 1.27 (3H; s) | 27.1 | 1.22(3H; s) |
28 | 21.4 | 0.80 (3H; s) | 21.4 | 0.80 (3H; s) |
29 | 32.6 | 0.90 (3H; s) | 33.2 | 0.89 (3H; s) |
30 | 23.2 | 0.92 (3H; s) | 23.9 | 0.90 (3H; s) |