1H NMR and 13C NMR spectral data of compounds 5–8 in CDCl3 (δ in ppm, J in Hz).
| Position | 5a | 6a | 7a | 8a | ||||
|---|---|---|---|---|---|---|---|---|
| δ H | δ C | δ H | δ C | δ H | δ C | δ H | δ C | |
| 1 | 217.3/217.2 | 214.3 | 213.9 | 214.2 | ||||
| 2 | 3.49, m | 48.8 | 3.57b | 48.9 | 3.58, dd (9.5, 3.2) | 48.9 | 3.66, d (9.3, 2.4) | 49.3/49.1 |
| 3 | 4.75, d (9.2) | 77.4b | 5.09, d (9.2) | 77.1 | 5.09, dd (9.5, 2.4) | 77.1 | 5.03, d (9.3) | 78.1/77.5 |
| 4 | 38.6 | 39.5 | 39.5/39.3 | 39.4/39.2 | ||||
| 5 | 3.39, d (10.0) | 40.7/40.7 | 3.21, t (5.0) | 42.6 | 3.20, d (9.3) | 42.9/42.6 | 3.27, d (9.4) | 43.0/42.6 |
| 6 | 2.43, dd (17.1, 5.8) | 33.1/33.0 | 2.35, d (5.0) | 33.1 | 2.36 | 33.3 | 2.40, d (16.6) | 33.2 |
| 2.37b | 2.35, d (5.0) | 2.33 | 2.39, dd (16.6, 9.7) | |||||
| 7 | 173.9/173.6 | 174.3 | 174.8 | 174.9 | ||||
| 8 | 137.9/137.8 | 60.6 | 60.1 | 60.1 | ||||
| 9 | 2.23b | 56.3/56.2 | 1.90b | 56.1 | 1.94b | 54.9/54.6 | 1.94, m | 54.8/54.4 |
| 10 | 50.5/50.2 | 48.4 | 48.3/48.2 | 48.3/48.2 | ||||
| 11 | 1.73, br s | 20.9 | 1.76, m | 19.5 | 1.78, m | 19.5 | 1.85, m | 19.8/19.6 |
| 2.23b | 1.88, m | 1.93b | 2.01, m | |||||
| 12 | 1.92, d (14.0) | 34.5 | 1.13b | 32.8 | 2.13, d (13.9) | 33.1 | 2.10, m | 33.3 |
| 1.44, m | 2.25, d (16.3) | 1.39, m | 1.41, m | |||||
| 13 | 36.8/36.7 | 36.8 | 36.5/36.4 | 36.3/26.2 | ||||
| 14 | 2.24b | 45.5 | 1.49b | 46.4 | 1.56, m | 46.6/46.5 | 1.56, dd (12.7, 4.0) | 46.5/46.1 |
| 15 | 2.84, m | 29.6 | 3.76, m | 34.7 | 3.50, dd (16.4, 13.7) | 33.6/33.5 | 3.40, dd (16.1, 13.6) | 33.1 |
| 2.84, m | 2.85, dd (15.5, 3.7) | 2.84, dd (16.4, 4.3) | 2.77, dd (16.5, 4.0) | |||||
| 16 | 169.0/169.0 | 171.3 | 170.7 | 170.4 | ||||
| 17 | 5.60, s | 77.2 | 5.10, s | 76.5 | 5.30, br s/5.15, br s | 79.2/78.4 | 5.30, br s/5.12, br s | 78.8 |
| 18 | 1.06/1.04, 3H, s | 23.0 | 1.04, 3H, s | 26.5 | 1.23/1.22, 3H, br s | 16.3/16.2 | 1.20/1.07, 3H, br s | 26.2/24.5 |
| 19 | 1.14, 3H, s | 15.7/15.7 | 1.06, 3H, s | 15.8 | 1.08/1.06, 3H, br s | 26.7/26.2 | 1.08, 3H, br s | 16.4 |
| 20 | 135.1/135.0 | 133.7 | 162.7 | 162.7/160.2 | ||||
| 21 | 168.6 | 169.8 | 6.32, br s/6.14, br s | 98.7/97.7 | 6.22, br s/6.12, br s | 98.8/97.7 | ||
| 22 | 7.35/7.34, br s | 149.8/149.6 | 7.28, s | 148.8 | 6.33, br s/6.22, br s | 122.5/121.8 | 6.30, br s | 122.4/121.3 |
| 23 | 6.18/6.17, br s | 97.1/96.7 | 5.82, br s/5.78, br s | 103.1 | 169.4/169.0 | 169.1 | ||
| 28 | 0.76, 3H, s | 22.5 | 0.81, 3H, s | 21.2 | 0.81, 3H, s | 20.9/20.9 | 0.83, 3H, s | 23.1/23.0 |
| 29 | 0.79, 3H, s | 21.0/20.9 | 0.79, 3H, s | 22.5 | 0.78, 3H, s | 22.7 | 0.82, 3H, s | 21.0 |
| 30 | 5.33, d (6.5) | 123.3/123.3 | 3.31, br s | 63.7 | 3.30, d (2.5) | 63.6/63.5 | 3.20, d (2.2) | 63.7/63.4 |
| 7-OCH3 | 3.66/3.64, 3H, br s | 52.4/52.3 | 3.72, 3H, s | 52.5 | ||||
| 23-OCH3 | 3.62, br s/3.56, br s | 57.8 | 3.72, 3H, s | 52.8/52.6 | 3.74, 3H, s | 52.8/52.7 | ||
| 1′ | 174.3/174.2 | 175.8 | 176.1/175.9 | 167.0 | ||||
| 2′ | 2.39b | 27.2/27.2 | 2.56, m | 41.7 | 2.55, m | 41.5/41.3 | 127.6/127.2 | |
| 3′ | 1.12, d (7.5) | 9.0 | 1.77, m | 26.8 | 1.74, m | 26.5 | 7.03, m | 140.6/140.3 |
| 1.54, m | 1.52, m | |||||||
| 4′ | 1.25, 3H, d (7.0) | 17.5 | 1.24, 3H, d (7.0) | 17.3/17.3 | 1.91, 3H, mb | 12.5 | ||
| 5′ | 0.97, 3H, t (7.4) | 12.0 | 0.97, 3H, t (7.4) | 11.9/11.8 | 1.90, 3H, mb | 14.9 | ||
a
1H (500 MHz) NMR data of compounds.
b
Signals were overlapped.