1H NMR date of kakkalide metabolites M-5∼M-13
| Position | δHa (J in Hz) | ||||||||
|---|---|---|---|---|---|---|---|---|---|
| M5 | M6 | M7 | M8 | M9 | M10 | M11 | M12 | M13 | |
| 2 | 8.38, s | 8.33, s | 8.44, s | 8.45, s | 8.37, s | 8.36, s | 8.31, s | 8.28, s | 3.89, t α (10.5) |
| 4.15, dd β (10.5, 1.8) | |||||||||
| 3 | 2.96–3.04, m | ||||||||
| 4 | 2.78–2.88, m | ||||||||
| 5 | 7.95, d (9.0) | 6.86, d (8.4) | |||||||
| 6 | 6.31, s | 6.26, s | 6.22, d (2.4) | 6.22, d (2.0) | 6.92, dd (9.0, 2.4) | 6.29, dd (8.4, 2.1) | |||
| 8 | 6.51, s | 6.50, s | 6.88, s | 6.39, d (2.4) | 6.42, d (2.0) | 6.84, d (2.4) | 6.19, d (2.1) | ||
| 2′,6′ | 7.50, d (8.6) | 7.38, d (8.4) | 7.39, d (8.7) | 7.50, d (9.0) | 7.36, d (8.4) | 7.50, d (8.4) | 7.40, d (8.5) | 7.37, d (8.4) | 7.10, d (8.4) |
| 3′,5′ | 7.00, d (8.6) | 6.83, d (8.4) | 6.82, d (8.7) | 7.01, d (9.0) | 6.80, d (8.4) | 7.00, d (8.4) | 6.83, d (8.5) | 6.79, d (8.4) | 6.72, d (8.4) |
| Glc-1 | 5.08, d (7.4) | ||||||||
| 2 | 3.30, m | ||||||||
| 3 | 3.30, m | ||||||||
| 4 | 3.16, m | ||||||||
| 5 | 3.44, m | ||||||||
| 6 | 3.46, m α | ||||||||
| 3.70, m β | |||||||||
| 6-OMe | 3.79, s | 3.75, s | 3.76, s | ||||||
| 8-OMe | 3.77, s | 3.74, s | |||||||
| 4′-OMe | 3.76, s | 3.77, s | 3.79, s | ||||||
↵a All spectra were recorded on a Bruker ARX-600 spectrometer, in DMSO-d6.