Table 1.
1H (500 MHz) and 13C (125 MHz) NMR spectroscopic data of Compounds 1–3 (in ppm).
| Position | 1 (CD3OD) | 2 (CD3OD) | 3 (CD3OD) | |||
|---|---|---|---|---|---|---|
| δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | |
| 1 | 173.7 | 172.9 | 195.8 b | |||
| 2 | 126.8 | 128.0 | 117.9 | |||
| 3 | 196.4 | 196.0 | - c | |||
| 4 | 69.5 | 71.7 | - c | |||
| 5 | 47.1 | 46.9 | 50.2 | |||
| 6 | 47.4 | 1.52, m | 42.4 | 1.98, m | 47.9 | 1.50 a |
| 7 | 39.7 | 2.27, m | 43.3 | 2.17, dd (14.1, 4.5) | 43.7 | 2.05, m |
| 2.04, m | 1.56, t (13.0) | 2.05, m | ||||
| 8 | 52.9 | 54.2 | - c | |||
| 9 | 207.9 | 207.2 | 210.6 | |||
| 10 | 194.2 | 195.1 | 195.8 | |||
| 11 | 131.1 | 130.7 | 129.5 | |||
| 12 | 115.9 | 7.28, d (2.1) | 116.3 | 7.29, d (2.1) | 117.3 | 7.19, d (2.2) |
| 13 | 146.7 | 146.7 | 146.3 | |||
| 14 | 152.6 | 152.8 | 152.5 | |||
| 15 | 115.4 | 6.70, d (8.0) | 115.6 | 6.75, d (8.3) | 115.1 | 6.71, d (8.3) |
| 16 | 124.6 | 6.95, dd (8.0, 2.1) | 124.8 | 7.06, dd (8.2, 2.1) | 125.2 | 6.98, dd (8.3, 2.2) |
| 17 | 26.6 | 2.46, dd (13.5, 6.0) | 25.8 | 2.44, dd (13.8, 5.8) | 27.0 | 2.71, dd (13.30, 9.45) |
| 2.64, dd (14.0, 6.0) | 2.63, dd (13.6, 8.0) | 2.57, m | ||||
| 18 | 121.2 | 4.91 a | 121.4 | 4.86 a | 121.4 | 5.05, m |
| 19 | 135.5 | 135.1 | 135.8 | |||
| 20 | 26.6 | 1.59, s | 26.4 | 1.61, s | 26.5 | 1.74, s |
| 21 | 18.3 | 1.59, s | 18.3 | 1.60, s | 18.3 | 1.69, s |
| 22 | 22.9 | 1.15, s | 22.6 | 1.09, s | 23.2 | 1.15, s |
| 23 | 27.1 | 0.99, s | 16.3 | 0.77, s | 27.3 | 1.00, s |
| 24 | 30.5 | 2.15, m | 30.6 | 1.85, m | 30.3 | 2.05, m |
| 2.67, m | 2.07, m | 2.05, m | ||||
| 25 | 126.3 | 4.92 a | 122.9 | 5.21, t | 125.6 | 4.90 a |
| 26 | 134.0 | 134.7 | 133.6 | |||
| 27 | 26.1 | 1.69, s | 26.0 | 1.79, s | 26.0 | 1.66, s |
| 28 | 18.6 | 1.67, s | 18.1 | 1.65, s | 18.2 | 1.50, s |
| 29 | 28.8 | 1.07, br d (13.5) | 28.5 | 1.04, t (13.6) | 37.7 | 1.90, m |
| 3.09, dd (14.0, 3.4) | 3.03, dd (14.2, 3.65) | 1.90, m | ||||
| 30 | 42.9 | 1.33, m | 44.6 | 1.40, tt (13.5) | 44.7 | 2.57, m |
| 31 | 88.5 | 88.5 | 148.9 | |||
| 32 | 28.8 | 0.84, s | 21.5 | 1.24, s | 113.6 | 4.50, br s |
| 33 | 21.5 | 1.24, s | 29.0 | 0.98, s | 17.8 | 1.59, s |
| 34 | 29.3 | 1.15 a | 28.7 | 1.79 a | 32.7 | 1.50 a |
| 1.52, m | 2.23, d (14.5) | 1.42, m | ||||
| 35 | 36.2 | 2.15, m | 123.9 | 5.16, t | 36.8 | 1.83, m |
| 2.27, m | 1.83, m | |||||
| 36 | 146.0 | 134.2 | 146.9 | |||
| 37 | 111.9 | 4.79, s | 26.0 | 1.73, s | 110.5 | 4.64, d (7.3) |
| 38 | 22.3 | 1.73, s | 18.1 | 1.62, s | 22.8 | 1.69, s |
a Overlapping signals; b Data was extracted from the HMBC spectrum; c Not detected; s: singlet; d: doublet; t: triplet; m: multiplet; dd: doublet of doublet; br: broad; tt: triplet of triplet.