Table 1 Comparison of NMR data (1H and 13C) between vanicoside A and polygonumins A.
C | Vanicoside A* | Polygonumins A | ||
---|---|---|---|---|
1H (300 MHz) | 13C (75 MHz) | 1H (600 MHz) | 13C (125 MHz) | |
1 | 4.25, 4.6 m | 63.80 | 4.21 (m, 1 H), 4.41 (m, 1 H) | 65.0 |
2 | — | 102.12 | — | 102.7 |
3 | 5.61 d (8.4) | 77.64 | 5.62 (d, 7.8, 1 H) | 78.2 |
4 | 4.65 m | 72.65 | 4.83 (ddd, 13.2, 10.2, 3.6, 1 H) | 72.7 |
5 | 4.3 m | 79.82 | 4.31 (m, 1 H) | 80.4 |
6 | 4.6 m | 64.55 | 4.61 (dd, 12.0, 3.0, 1 H), 4.47 (m, 1 H) | 64.2 |
1′ | 5.66 d (3.6) | 89.18 | 5.77 (d, 3.6, 1 H) | 89.1 |
2′ | 4.69 m | 73.01 | 4.67 (t, 7.8, 1 H) | 73.2 |
3′ | 3.9 m | 70.79 | 4.47 (m, 1 H) | 68.6 |
4′ | 3.51 dd (9.4, 9.4) | 70.66 | 4.98 (t, 10.2, 1 H) | 71.4 |
5′ | 4.3 m | 70.79 | 4.11 (br t, 9.6, 1 H) | 68.8 |
6′ | 4.3, 4.35 m | 64.49 | 4.41 (m, 1 H), 4.21 (m, 1 H) | 63.1 |
1″, 1″′ | — | 125.69 | — | 126.1 |
— | 125.77 | — | 126.04 | |
— | 125.84 | — | 125.91 | |
— | 126.38 | — | 125.9 | |
2″ | 7.33 d (1.8) | 110.08 | 7.55 (d, 8.4, 1 H) | 130.21 |
3″ | — | 148.97b | 6.94 (d, 8.4, 1 H) | 115.9 |
4″ | — | 147.62b | — | 159.81 |
5″ | 6.81 | 114.94 | 6.94 (d, 8.4, 1 H) | 115.9 |
6″ | 7.11 dd (1.8, 8.2) | 123.24 | 7.55 (d, 8.4, 1 H) | 130.21 |
7″, 7′″″ | 7.58, 7.62, 7.64, 7.72 ea d (16) | 7.78 (d, 15.6, 1 H) | 146.1 | |
144.92 | 7.72 (d, 15.6, 1 H) | 145.3 | ||
145.91 | 7.68 (d, 10.2, 1 H) | 145.2 | ||
145.10 | 7.64 (dd, 13.2, 1.2, 1 H) | 145.1 | ||
8″, 8′″″ | 6.33, 6.40, 6.45, 6.53 ea d (16) | 113.41 | 6.51 (d, 14.4, 1 H) | 113.6 |
113.87 | 6.48 (d, 13.8, 1 H) | 114.1 | ||
113.97 | 6.43 (d, 12.6, 1 H) | 114.2 | ||
114.53 | 6.42 (d, 16.2, 1 H) | 114.3 | ||
9″, 9′″″ | — | 165.93 | — | 166.0 |
165.96 | — | 166.04 | ||
166.46 | — | 166.5 | ||
166.64 | — | 166.6 | ||
2/6′″−2/6″″′ | 7.45–7.65 m | 130.02 | 7.57 (d, 8.4, 2 H) | 130.24 |
130.06 | 7.57 (d, 8.4, 2 H) | 130.3 | ||
130.31 | 7.55 (d, 8.4, 2 H) | 130.4 | ||
3/5″′−3/5″″′ | 6.85–6.89 m | 115.63 | 6.90 (m, 2 H) | 115.8 |
115.64 | 6.90 (m, 2 H) | 115.9 | ||
115.73 | 6.94 (d, 8.4, 2 H) | 116.0 | ||
4′″ − 4″″′ | — | 159.53 | — | 159.84 |
159.63 | — | 159.9 | ||
159.81 | — | 160.2 | ||
1″″″ (C=O) | — | 170.12 (1) | — | 170.1 (1) |
2″″″ | 2.06 s | 20.03 (1) | 1.99 (s, 3 H) | 20.0 (1) |
1″″″′ | 3.85 s | 55.25 | — | 169.6 (2) |
2″″″′ | 1.99 (s, 3 H) | 20.1 (1) | ||
7.33 d (1.8, OH phenolic) | 7.83, 7.64 (4 OH phenolic) | |||
4.21 4.41 2 (OH glucose) |