Table 1. NMR Data for Actinoranone 1 (methanol-d4)a.
no | δC, #H.b | δH (mult, J (Hz)) | HMBC |
---|---|---|---|
1 | 39.3, CH2 | 1.85* 0.94 dt (13.5, 3.6) | 3, 18 |
2 | 25.4, CH2 | 1.55, m 1.29, m | 4, 10 |
3 | 42.3, CH2 | 1.42, m 1.16* | 5 |
4 | 32.7, C | ||
5 | 50.4, CH | 1.16, m | 7 |
6 | 23.7, CH2 | 1.97, m 1.86, m | 7, 8 |
7 | 122.2, CH | 5.38, br s | 6, 8, 19 |
8 | 135.0, C | ||
9 | 54.2, CH | 1.61, m | 11, 12 |
10 | 36.7, C | ||
11 | 25.4, CH2 | 1.55, m 0.78, m | 8, 13 |
12 | 42.1, CH2 | 2.24, m 2.01, m | 9, 13, 14 |
13 | 139.5, C | ||
14 | 126.8, CH | 5.25, d (8.5) | 15, 20 |
15 | 70.4, CH | 4.47, dd (8.5, 8.5) | 8′ |
16 | 32.5, CH3 | 0.86, s | 3, 4, 5, 17 |
17 | 21.0, CH3 | 0.90, s | 3, 4, 5, 16 |
18 | 12.8, CH3 | 0.78, s | 1, 5, 9, 10 |
19 | 21.5, CH3 | 1.71, s | 7, 8, 9 |
20 | 15.6, CH3 | 1.63, s | 12, 13, 14 |
1′ | 197.3, C | ||
2′ | 115.5, C | ||
3′ | 162.7, C | ||
4′ | 97.2, CH | 6.50, d (2.0) | 2′, 5′, 6′ |
5′ | 164.4, C | ||
6′ | 107.5, CH | 6.56, d (2.0) | 2′, 4′, 5′, 7′, 8′ |
7′ | 150.4, C | ||
8′ | 45.3, CH | 2.97, m | 15, 2′, 6′, 7′, 9′, 10′ |
9′ | 23.8, CH2 | 2.12, m | 1′, 7′ |
10′ | 36.3, CH2 | 2.44, ddd (18.0, 11.0, 8.0) 2.59, dt (18.0, 4.5) | 1′, 2′, 8′, 9′ |
11′ | 54.9, CH3 | 3.83, s | 3′ |
12′ | 55.0, CH3 | 3.87, s | 5′ |
500 MHz for 1H NMR and 75 MHz for 13C NMR.
The number of attached protons was determined by analysis of 2D spectroscopic data.
The coupling constant was not determined because of overlapping signals.