NMR of kakkalide metabolites M-1∼M-4
| Position | M-1 | M-2 | M-3 | M-4 | ||||
|---|---|---|---|---|---|---|---|---|
| δCa | δHa (J in Hz) | δCa | δHa (J in Hz) | δCa | δHa (J in Hz) | δCa | δHa (J in Hz) | |
| 2 | 155.1 | 8.49, s | 154.9 | 8.44, s | 154.6 | 8.39, s | 154.7 | 8.4, s |
| 3 | 122.9 | 122.0 | 125.4 | 120.3 | ||||
| 4 | 180.8 | 181.0 | 180.4 | 180.2 | ||||
| 5 | 153.0 | 153.2 | 153.2 | 154.1 | ||||
| 6 | 132.6 | 133.7 | 131.5 | 125.3 | ||||
| 7 | 156.8 | 153.0 | 157.5 | 157.6 | ||||
| 8 | 94.2 | 6.91, s | 98.0 | 7.26, s | 93.9 | 6.50, s | 95.0 | 6.55, s |
| 9 | 152.5 | 151.7 | 152.7 | 154.1 | ||||
| 10 | 106.5 | 107.0 | 104.8 | 105.0 | ||||
| 1′ | 121.8 | 121.2 | 121.6 | 121.6 | ||||
| 2′,6′ | 130.3 | 7.53, d (8.4) | 130.3 | 7.40, d (8.4) | 129.5 | 7.46, d (8.4) | 130.3 | 7.51, d (9.0) |
| 3′,5′ | 113.8 | 7.01, d (8.4) | 115.2 | 6.83, d (8.4) | 120.1 | 7.22, d (8.4) | 113.8 | 7.00, d (9.0) |
| 4′ | 159.3 | 157.5 | 153.5 | 159.2 | ||||
| 1″ | 100.0 | 5.08, d (6.6) | ||||||
| 2″ | 73.1 | |||||||
| 3″ | 76.7 | |||||||
| 4″ | 71.9 | |||||||
| 5″ | 73.9 | |||||||
| 6″ | 171.0 | |||||||
| 6-OMe | 60.4 | 3.78, s | 60.3 | 3.77, s | 59.9 | 3.75, s | ||
| 4′-Ome | 55.3 | 3.80, s | 55.3 | 3.79, s | ||||
↵a All spectra were recorded on a Bruker ARX-600 spectrometer, in DMSO-d6.
1″ ∼ 6″ refer to the numbering of glucuronic acid moiety.