Table 1.
NMR data for luminaolide (1) in CD3OD
No. | 1Ha | 13Cb | HMBC |
---|---|---|---|
1 | 173.79 | ||
2 | 2.50 dd (9.8, 16.2)c | 44.00 | C1, 3, 4 |
2.59m | C1, 3 | ||
3 | 4.07m | 65.95 | |
4 | 1.46m | 42.71 | C5 |
1.85 ddd (3.7, 10,3, 14.1) | |||
5 | 3.73m | 76.16 | C5-OMe |
5-OMe | 3.40s | 57.22 | C5 |
6 | 1.35m | 39.90 | C5 |
1.90 ddd (2.3, 11.5, 13.7) | C7 | ||
7 | 4.45 br d (10.6) | 70.82 | C6, 8, 9, 11 |
8 | 5.67 br d (10.1) | 131.07 | C7, 10 |
9 | 5.83 ddd (2.5, 5.5, 7.8) | 125.11 | C7 |
10 | 1.97m 2H | 32.76 | C9 |
11 | 3.55m | 65.50 | |
12 | 1.64 ddd (1.3, 10.6, 14.2) | 37.67 | |
1.82m | C11 | ||
13 | 3.92 br d (9.7) | 77.60 | C11, 13-OMe |
13-OMe | 3.37 s | 57.22 | C13 |
14 | 1.51m | 43.82 | C14-Me, 15 |
14-Me | 0.82 d (7.4) | 9.64 | C13, 14, 15 |
15 | 3.62m | 72.62 | C14, 17 |
16 | 1.74m | 43.34 | C17 |
1.71m | |||
17 | 3.81m | 68.14 | |
18 | 1.44m | 42.29 | C17 |
1.95m | |||
19 | 5.62 br dd (1.4, 10.6) | 71.94 | C1 |
20 | 1.80m | 41.69 | C21 |
20-Me | 0.98 d (7.8) | 17.73 | C19, 20 |
21 | 2.85 dd (3.2, 7.8) | 89.40 | C19, 20, 21-OMe, 23 |
21-OMe | 3.44 s | 61.89 | C21 |
22 | 1.74m | 35.89 | |
22-Me | 0.97 d (7.3) | 11.62 | C21,22, 23 |
23 | 1.35m | 25.31 | |
1.74m | |||
24 | 2.54m | 42.83 | C22, 23, 25 |
2.59m | |||
25 | 216.74 | ||
25e | 216.64 | ||
26 | 2.76 dq (6.9, 9.2) | 50.28 | C25, 26-Me, 27 |
26e | 2.74 | 50.31 | |
26-Me | 0.95 d (6.9) | 13.90 | C25, 26, 27 |
26-Mee | 0.94 | 14.44 | |
27 | 3.30 dd [2.6, 9.2]d | 89.05 | C27-OMe |
27e | 88.97 | ||
27-OMe | 3.341 s | 61.68 | C27 |
27-OMee | 3.338 s | 61.68 | |
28 | 2.46m | 38.72 | C28-Me, 29, 30 |
28e | 2.50 | 38.94 | |
28-Me | 1.17 d (6.9) | 19.71 | C27, 28, 29 |
28-Mee | 19.61 | ||
29 | 5.19 dd (9.2, 14.2) | 113.16 | C30 |
29e | 5.26 | 115.32 | |
30 | 6.71 d (14.2) | 130.50 | C28, 29, 30-NMe, CHo |
30e | 7.10 | 125.71 | |
30-NMe | 3.03 s | 27.68 | C30, CHO |
30-NMee | 3.12 | 33.58 | |
CHO | 8.32 s | 164.73 | C30, 30-NMe |
CHOe | 8.09 | 163.36 |
800 MHz.
150 MHz.
Coupling constants (Hz) are in parentheses.
Coupling constants (Hz) based on homo-J-resolved 1H NMR spectral data are in parentheses.
Signal for minor conformer.