1H-NMR and 13C-NMR spectroscopic data of compounds 1–3 (δ in ppm, J in Hz).
| Position | 1a | 2b | 3b | ||||||
|---|---|---|---|---|---|---|---|---|---|
| δ C | δ H | HMBC (H→C) | δ C | δ H | HMBC (H→C) | δ C | δ H | HMBC (H→C) | |
| 1 | 19.2 | 1.89, m | 10 | 30.3 | 1.44, m | 21.4 | 1.44, m | 19 | |
| 2.68, dd (13.8, 13.8) | 1.51, m | 2.39, m | |||||||
| 2 | 25.4 | 1.41, m | 26.7 | 1.26, m | 25.6 | 1.57, m | |||
| 2.45, d (13.8) | 1.50, m | 1.93, m | |||||||
| 3 | 73.9 | 4.44, m | 73.1 | 4.06, br s | 73.5 | 4.25, br s | |||
| 4 | 35.5 | 1.84, m | 5 | 29.6 | 1.26, m | 33.7 | 1.81, m | ||
| 2.12, m | 1.73, m | 2.12, m | |||||||
| 5 | 74.1 | 36.3 | 1.72, m | 75.1 | |||||
| 6 | 42.4 | 1.55, m | 4, 5 | 26.6 | 1.25, m | 36.5 | 1.65, m | ||
| 2.29, d (12.0) | 1.88, m | 1.76, m | |||||||
| 7 | 23.1 | 1.37, m | 5 | 21.2 | 1.69, m | 24.1 | 1.17, m | ||
| 1.56, d (5.4) | 1.74, m | 2.07, m | |||||||
| 8 | 40.1 | 1.41, m | 6 | 41.9 | 1.57, m | 40.9 | 1.24, m | ||
| 9 | 40.0 | 1.77, m | 10, 11, 13 | 35.9 | 1.58, m | 40.1 | 1.96, m | ||
| 10 | 56.0 | 35.2 | 53.4 | ||||||
| 11 | 26.4 | 1.76, m | 13 | 20.9 | 1.20, m | 21.9 | 1.86, m | ||
| 2.11, m | 1.48, m | 2.25, m | |||||||
| 12 | 38.2 | 1.76, m | 39.4 | 1.32, m | 39.6 | 1.34, m | |||
| 2.34, d (16.2) | 1.54, m | 1.56, m | |||||||
| 13 | 50.4 | 50.1 | 49.9 | ||||||
| 14 | 84.9 | 84.4 | 85.4 | ||||||
| 15 | 32.7 | 1.84, m | 13, 14 | 41.3 | 1.77, dd (15.6, 2.4) | 13 | 32.5 | 1.73, m | |
| 2.05, m | 2.73, dd (15.6, 9.6) | 1.93, m | |||||||
| 16 | 27.7 | 1.99, m | 74.1 | 5.47, td (9.2, 2.4) | 16-OC̲OCH3 | 26.9 | 2.09, m | ||
| 2.07, m | 20 | 2.20, m | |||||||
| 17 | 51.6 | 2.79, m | 8, 13, 14, | 56.2 | 3.20, m | 13, 20, 21, | 50.5 | 2.75, m | 16 |
| 20, 21, 22 | |||||||||
| 18 | 16.5 | 1.01, s | 8, 13, 14 | 16.1 | 0.93, s | 12, 13, 14, | 15.8 | 0.96, s | 12, 13, 14, |
| 17 | |||||||||
| 19 | 209.3 | 10.41, s | 1, 10 | 23.9 | 0.92, s | 1, 5 | 176.5 | ||
| 20 | 176.3 | 168.0 | 174.9 | ||||||
| 21 | 74.3 | 5.04, d (18.0) | 20, 22 | 75.8 | 4.85, dd (18.4, 1.6) | 20 | 73.7 | 4.81, d (18.0) | |
| 5.30, d (18.0) | 4.97, dd (18.4, 1.6) | 4.98, d (18.0) | |||||||
| 22 | 118.3 | 6.15, s | 17, 20, 21 | 121.5 | 5.96, s | 20 | 117.8 | 5.88, s | 17, 21, 23 |
| 23 | 175.0 | 174.3 | 21 | 174.8 | |||||
| 16-OCOCH3 | 21.2 | 1.97, s | |||||||
| 170.6 | |||||||||
| 1′ | 99.5 | 5.39, d (7.8) | 3 | 101.1 | 4.27, d (7.6) | 3 | 100.0 | 4.37, d (7.6) | 3 |
| 2′ | 74.2 | 3.96, d (7.8) | 1′ | 80.5 | 3.19, d (7.6) | 1′, 3′ | 83.7 | 3.02, dd (8.4, 8.0) | 1′, 2′ |
| 3′ | 72.5 | 4.90, s | 1′, 4′ | 83.2 | 3.13, dd (9.6, 3.2) | 4′ | 86.4 | 3.12, dd (8.8, 8.8) | 2′, 4′ |
| 4′ | 83.2 | 3.73, d (9.0) | 5′ | 68.7 | 3.80, d (3.2) | 74.8 | 3.18, dd (8.4, 8.0) | 3′, 5′, 6′ | |
| 5′ | 69.5 | 4.46, m | 6′ | 70.0 | 3.50, m | 1′, 4′, 6′ | 72.0 | 3.33, m | |
| 6′ | 18.8 | 1.41, d (5.4) | 16.6 | 1.33, d (6.8) | 5′ | 17.8 | 1.29, d (5.6) | 4′, 5′ | |
| 2′-OCH3 | 61.1 | 3.59, s | 1′, 2′ | 61.1 | 3.63, s | 2′ | |||
| 3′-OCH3 | 58.0 | 3.50, s | 3′ | 60.9 | 3.57, s | 3′ | |||
| 1′′ | 104.9 | 5.52, s | 4′, 2′′, 5′′ | ||||||
| 2′′ | 73.0 | 4.66, s | 3′′ | ||||||
| 3′′ | 74.4 | 4.29, dd (9.0, 9.0) | 4′′, 5′′ | ||||||
| 4′′ | 73.1 | 4.58, d (9.0) | 6′′ | ||||||
| 5′′ | 70.8 | 4.63, m | |||||||
| 6′′ | 18.7 | 1.48, d (6.0) | 3′′ | ||||||
a
1H-(600 MHz) and 13C-(150 MHz) NMR spectroscopic data in pyridine-d5.
b
1H-(400 MHz) and 13C-(100 MHz) NMR spectroscopic data in chloroform-d.