Table 1 1H-NMR data (600 MHz, D2O:CD3OD (80:20) referenced to d4-TSP (0.01%) at δ0.00) for compounds 2, 3, 6 and 7. δin ppm; J in Hz.
From: Miyabeacin: A new cyclodimer presents a potential role for willow in cancer therapy
Position | 2 | 3 | 6 | 7 |
|---|---|---|---|---|
1 | — | — | — | |
2 | 7.22 (d, 8.1) | 7.19 (d, 8.3) | 7.20 (d, 8.2) | 7.19 (d, 8.0) |
3 | 7.43 (ddd, 8.0, 7.5, 1.9) | 7.41 (ddd, 8.0, 7.5, 2.0) | 7.43 (ddd, 8.5, 7.5, 1.5) | 7.40 (m) |
4 | 7.14 (dt, 7.3, 0.9) | 7.12 (t, 7.5)/ 7.11 (t, 7.5) | 7.12 (ddd, 7.5, 7.4, 0.9) | 7.12 (td, 7.5, 0.9) |
5 | 7.38 (dd, 7.5, 1.6) | 7.32 (dd, 7.6, 1.5) / 7.34 (dd, 7.6.1.5) | 7.35 (dd, 7.5, 1.5) | 7.31 (dd, 7.6, 1.5) |
6 | — | — | — | — |
7α | 5.42 (d, 12.2) | 5.40 (d, 11.9) | 5.46 (d, 11.7) | 5.39 (d, 11.9) |
7β | 5.27 (d, 12.2) | 5.19 (d, 11.9) | 5.13 (d, 11.7) | 5.18 (d, 11.9) |
8 | — | — | — | — |
9 | — | — | — | — |
10 | 5.76 (dt, 9.8, 1.6) | 3.59–3.63 (m) | 2.76 (dd, 4.4, 2.1) | 3.57–3.61 (m) |
11 | 6.27 (dt, 10.0, 3.7) | 3.58–3.55 (m) | 2.99 (m) | 3.48–3.53 (m) |
12 | 2.62–2.69 (m) & 2.51–2.57 (m) | 6.59 (dd, 10.2, 4.1) | 2.88 (m) | 6.63 (dd, 10.2, 4.1) |
13 | 2.88–2.94 (m) & 2.57–2.62 (m) | 6.02 (dd, 10.2, 1.5) | 3.12 (dd, 7.6, 4.0) | 6.02 (dd, 10.1, 1.7) |
14 | — | — | — | — |
15 | — | 3.50–3.53 (m) | 2.76 (dd, 4.4, 2.1) | 3.28–3.33 (m) |
16 | — | 6.19 (t, 7.9) | 2.99 (m) | 6.27 (ddd, 7.9, 6.9, 1.0) |
17 | — | 5.91 (ddd, 7.9, 6.5, 1.4) | 2.88 (m) | 5.94 (1 H, ddd, 7.9, 6.5, 1.4) |
18 | — | 3.43 (m) | 3.12 (dd, 7.6, 4.0) | 3.36 (1 H, ddd, 6.0, 2.4, 1.4) |
19 | — | — | — | — |
20 | — | — | — | — |
21 | — | — | — | — |
22β | — | 5.38 (d, 12.1) | 5.46 (d, 11.7) | — |
22α | — | 5.16 (d, 12.1) | 5.13 (d, 11.7) | |
23 | — | — | ||
24 | — | 7.32 (dd, 7.6, 1.5)/ 7.34 (dd, 7.6.1.5) | 7.35 (dd, 7.5, 1.5) | |
25 | — | 7.12 (t, 7.5)/7.11 (t, 7.5) | 7.12 (ddd, 7.5, 7.4, 0.9) | |
26 | — | 7.41 (ddd, 8.0, 7.5, 2.0) | 7.43 (ddd, 8.5, 7.5, 1.5) | |
27 | — | 7.20 (d, 8.3) | 7.20 (d, 8.2) | |
28 | — | — | ||
1′ | 5.10 (d, 7.6) | 5.09 (d, 7.5)/5.07 (d, 7.8) | 5.07 (d, 7.8) | 5.06 (d, 7.3) |
2′ | 3.56 (m) | 3.55–3.63 (m) | 3.51 (dd, 9.4, 7.8) | 3.49–3.59 (m) |
3′ | 3.57–3.62 (m) | 3.56–3.62 (m) | 3.58 (m) | 3.54–3.61 (m) |
4′ | 3.45–3.50 (m) | 3.47–3.52 (m) | 3.45 (t, 9.4) | 3.45–3.53 (m) |
5′ | 3.57–3.62 (m) | 3.56–3.62 (m) | 3.58 (m) | 3.54–3.61 (m) |
6′β | 3.74 (dd, 12.6, 5.9) | 3.77 (dd, 12.4, 6.0)/3.73 (dd, 12.4, 6.0) | 3.72 (dd, 12.4, 6.0) | 3.76 (dd, 12.5, 5.9) |
6′α | 3.92 (dd, 12.6, 2.4) | 3.94 (dd, 12.4, 2.1)/3.92 (dd, 12.4, 2.1) | 3.99 (dd, 12.5, 2.2) | 3.92 (dd, 12.4, 2.2) |
1″ | — | 5.09 (d, 7.5)/5.07 (d, 7.8) | 5.07 (d, 7.8) | |
2″ | — | 3.55–3.63 (m) | 3.51 (dd, 9.4, 7.8) | |
3″ | — | 3.56–3.62 (m) | 3.58 (m) | |
4″ | — | 3.47–3.52 (m) | 3.45 (t, 9.4) | |
5″ | — | 3.56–3.62 (m) | 3.58 (m) | |
6″β | — | 3.77 (dd, 12.4, 6.0)/3.73 (dd, 12.4, 6.0) | 3.72 (dd, 12.4, 6.0) | |
6″α | — | 3.94 (dd, 12.4, 2.1)/3.92 (dd, 12.4, 2.1) | 3.99 (dd, 12.5, 2.2) |
