Table 1.
NMR Spectroscopic Assignments for Marinocyanins A-C (1–3) in CD3OD at 500 MHz. Detailed COSY and HMBC data for 1–3 can be found in the Supplemental Information.
| C/H# | Marinocyanin A (1)
|
Marinocyanin B (2)
|
Marinocyanin C (3)
|
||||||
|---|---|---|---|---|---|---|---|---|---|
| δH (J Hz) | δC | δH (J Hz) | δC | δH (J Hz) | δC | ||||
| 1 | 171.8 | C | 171.8 | C | 171.4 | C | |||
| 2 | 108.9 | C | 108.1 | C | 108.2 | C | |||
| 3 | 8.10 d (8.5) | 147.1 | CH | 8.25 d (8.8) | 147.1 | CH | 8.21 d (8.5) | 147.1 | CH |
| 4 | 6.32 d (8.5) | 94.5 | CH | 6.46 d (8.8) | 94.4 | CH | 6.57 d (8.5) | 93.7 | CH |
| 4a | 135.2 | C | 134.4 | C | 135.2 | C | |||
| 5 | |||||||||
| 5a | 132.5 | C | 132.8 | C | 136.1 | C | |||
| 6 | 8.01 d (8.0) | 116.1 | CH | 8.00 d (8.2) | 116.5 | CH | 8.15 d (8.5) | 115.7 | CH |
| 7 | 8.02 t (8.0) | 137.6 | CH | 8.09 t (8.2) | 137.7 | CH | 8.07 t (8.5) | 136.9 | CH |
| 8 | 7.72 t (8.0) | 127.6 | CH | 7.79 t (8.2) | 127.6 | CH | 7.79 t (8.5) | 126.7 | CH |
| 9 | 8.30 d (8.0) | 133.8 | CH | 8.40 d (8.2) | 133.8 | CH | 8.43 d (8.5) | 133.1 | CH |
| 9a | 138.5 | C | 138.1 | C | 137.8 | C | |||
| 10 | |||||||||
| 10a | 145.3 | C | 145.2 | C | 145.0 | C | |||
| 11 | 5.42 br s | 51.9 | CH2 | 5.38 d (5.3) | 48.5 | CH2 | 5.75 br s | 50.6 | CH2 |
| 12 | 121.6 | C | 5.21 t (5.3) | 116.9 | CH | 127.3 | C | ||
| 13 | 131.9 | C | 139.5 | C | 131.0 | C | |||
| 14 | 1.89 br s | 46.8 | CH2 | 2.02 s | 18.5 | CH3 | 2.00 s | 41.7 | CH2 |
| 15 | 29.7 | C | 1.80 s | 25.6 | CH3 | 27.9 | C | ||
| 16 | 1.18 t (6.6) | 35.7 | CH2 | 1.22 t (6.6) | 34.3 | CH2 | |||
| 17 | 1.40 br s | 23.5 | CH2 | 1.54 br s | 22.9 | CH2 | |||
| 18 | 1.99 s | 19.4 | CH3 | 4.84 s | 62.6 | CH2 | |||
| 19 | 0.82 s | 28.1 | CH3 | 0.85 s | 27.2 | CH3 | |||
| 20 | 0.82 s | 28.1 | CH3 | 0.85 s | 27.2 | CH3 | |||
| 21 | |||||||||
| 22 | 166.7 | C | |||||||
| 23 | 5.82 s | 115.2 | CH | ||||||
| 24 | 158.6 | C | |||||||
| 25 | 1.99 s | 26.3 | CH3 | ||||||
| 26 | 2.25 s | 19.1 | CH3 | ||||||