Table 1.
1H- and 13C-NMR data for compounds 1–3.
| Position | Linearthin (1) (DMSO-d6) | Linearthin Acetate (1a) (CDCl3) | Aspalathin (2) (DMSO-d6) | Nothofagin (3) (DMSO-d6) | ||||
|---|---|---|---|---|---|---|---|---|
| δC | δH (J, Hz) | δC | δH (J, Hz) | δC | δH (J, Hz) | δC | δH (J, Hz) | |
| 1 | 132.4 | 139.2 | 132.9 | 132.1 | ||||
| 2 | 116.3 | 6.61 (d, 1.7) | 123.4 | 7.04 † | 116.2 | 6.61 (br s) | 129.6 | 7.09 (d, 8.1) |
| 3 | 143.6 | 141.8 | 145.4 | 115.5 | 6.73 (d, 8.1) | |||
| 4 | 145.4 | 141.8 | 143.7 | 155.8 | ||||
| 5 | 115.9 | 6.63 (d, 8.0) | 123.4 | 7.06† | 115.9 | 6.47 (d, 8.0) | 115.5 | 6.73 (d, 8.1) |
| 6 | 119.1 | 6.49 (br d, 8.0) | 126.5 | 7.09 † | 119.4 | 6.63 (br d, 8.0) | 129.6 | 7.09 (d, 8.1) |
| 1′ | 100.7 | 113.9 | 104.4 | 104.4 | ||||
| 2′ | 161.2 | 157.6 | 162.1 | 165.5 | ||||
| 3′ | 103.0 | 115.9 | 104.1 | 104.1 | ||||
| 4′ | 161.4 | 149.3 | 164.1 | 164.4 | ||||
| 5′ | 95.9 | 5.82 (s) | 110.4 | 6.45 (s) | 95.0 | 5.95 (s) | 95.0 | 5.99 (s) |
| 6′ | 164.6 | 149.4 | 165.3 | 162.4 | ||||
| α | 43.6t | 3.18 (t, 7.6) 3.35 * |
45.0 | 3.20 (2H, t, 7.0) | 45.9 | 3.32 (2H, m) | 46.0 | 3.28 (2H, t, 8.7) |
| β | 29.1 | 2.75 (2H, t, 7.6) | 28.9 | 2.96, 2.94 (t/each, 7.0) | 30.1 | 2.83 (2H, t, 7.9) | 30.1 | 2.82 (2H, t, 7.8) |
| CO | 203.3 | 196.9 | 205.0 | 204.8 | ||||
| 1″ | 33.3 | 3.10, 2.91 (d/each, 16.4) | 35.0 | 3.15, 3.29 (d/each, 16.8) | 74.0 | 4.52 (d, 9.9) | 74.3 | 4.58 (d, 9.8) |
| 2″ | 117.8 | 116.2 | 70.9 | 3.89 (t, 8.7) | 71.2 | 3.94 (t, 8.7) | ||
| 3″ | 80.0 | 3.88 (d, 8.0) | 77.8 | 5.47 (d, 7.0) | 79.3 | 3.22 (t, 7.6) | 79.4 | 3.22 * |
| 4″ | 74. 1 | 3.83 (br d, 7.5) | 77.8 | 5.27 (br t, 6.2) | 71.1 | 3.14 (br t, 7.3) | 70.8 | 3.18 * |
| 5″ | 84.2 | 3.77 (m) | 79.5 | 4.25 †† | 81.7 | 3.18 * | 81.7 | 3.19 * |
| 6″ | 63.8 | 3.43 * 3.54 (br d, 12.5) |
64.5 | 4.27 †† 4.03 (br d, 10.6) |
61.7 | 3.42 (dd, 3.6, 11.6) 3.66 (d, 11.6) |
61.7 | 3.48 (br d, 11.5) 3.70 (d, 11.5) |
*, †, †† overlapped signals in the same column.