Table 1.
1H and 13C NMR spectroscopic data of compounds 1–7.
| No. | 1 (Acetone-d6) | 2 (Acetone-d6) | 3 (Acetone-d6) | 4 (Acetone-d6) | 5 (DMSO-d6) | 6 (DMSO-d6) | 7 (DMSO-d6) | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ C | δH (J in Hz) | δ C | δH (J in Hz) | |
| 2 | 154.0 | 8.24, s | 154.0 | 8.24, s | 154.0 | 8.23, s | 154.0 | 8.22, s | 149.6 | 8.03, s | 149.6 | 8.03, s | 150.0 | 8.08, s |
| 3 | 124.2 | 124.2 | 123.7 | 123.6 | 124.6 | 124.6 | 124.7 | |||||||
| 4 | 181.7 | 181.7 | 182.0 | 182.0 | 173.6 | 173.6 | 173.6 | |||||||
| 5 | 158.5 | 158.6 | 155.8 | 155.9 | 154.0 | 154.0 | 153.7 | |||||||
| 6 | 110.2 | 110.2 | 109.5 | 109.4 | 100.3 | 100.2 | 105.1 | |||||||
| 7 | 158.3 | 158.3 | 166.2 | 166.0 | 162.2 | 162.2 | 154.2 | |||||||
| 8 | 99.2 | 99.3 | 100.5 | 100.5 | 103.5 | 103.4 | 100.7 | |||||||
| 9 | 154.5 | 154.4 | 156.7 | 156.9 | 152.3 | 152.3 | 151.6 | |||||||
| 10 | 106.2 | 106.2 | 106.9 | 106.9 | 107.9 | 108.0 | 108.1 | |||||||
| OH-5 | 13.20, s | 13.20, s | 13.20, s | 13.21, s | ||||||||||
| 1′ | 123.2 | 123.2 | 123.1 | 123.1 | 122.9 | 122.9 | 122.7 | |||||||
| 2′,6′ | 131.2 | 7.46, d (8.5) | 131.2 | 7.46, d (8.5) | 131.1 | 7.47, d (8.5) | 131.1 | 7.47, d (8.5) | 130.3 | 7.27, d (8.5) | 130.3 | 7.27, d (8.5) | 130.2 | 7.29, d (8.5) |
| 3′,5′ | 115.9 | 6.91, d (8.5) | 115.9 | 6.91, d (8.5) | 115.9 | 6.90, d (8.5) | 115.9 | 6.90, d (8.5) | 114.6 | 6.77, d (8.5) | 114.6 | 6.77, d (8.5) | 114.6 | 6.78, d (8.5) |
| 4′ | 158.4 | 158.3 | 158.4 | 158.3 | 156.8 | 156.8 | 156.9 | |||||||
| OH-4′ | 9.44, s | |||||||||||||
| 1′′ | 30.0 | 2.97, dd (6.5, 13.0) 2.86, dd (7.0, 13.0) |
29.9 | 2.97, dd (6.5, 13.0) 2.86, dd (7.0, 13.0) |
27.4 | 3.19, 2H, m | 27.4 | 3.18, 2H, m | 25.7 | 2.82, dd (5.5, 16.5) 2.42, dd (7.5, 16.5) |
25.7 | 2.77, dd (5.5, 17.0) 2.47, dd (7.0, 17.0) |
25.6 | 2.78, dd (5.5, 17.0) 2.42, dd (7.5, 17.0) |
| 2′′ | 75.3 | 4.39, t (7.0Hz) | 75.3 | 4.39, t (7.0Hz) | 92.2 | 4.82, t (8.5) | 92.3 | 4.84, dd (7.5, 9.5) | 66.5 | 3.64, td (5.0, 7.5) | 66.4 | 3.65, q (6.0) | 66.5 | 3.65, td (5.5, 7.5) |
| 3′′ | 149.2 | 149.2 | 71.6 | 71.5 | 77.9 | 77.8 | 78.0 | |||||||
| 4′′ | 110.3 | 4.73, brs 4.64, brs |
110.3 | 4.73, brs 4.63, brs |
25.5 | 1.25, s | 26.0 | 1.27, s | 25.5 | 1.31, s | 25.3 | 1.28, s | 20.5 | 1.19, s |
| 5′′ | 17.7 | 1.83, s | 17.8 | 1.83, s | 25.6 | 1.32, s | 25.2 | 1.29, s | 20.2 | 1.18, s | 20.7 | 1.20, s | 25.3 | 1.30, s |
| OH-2′′ | 5.18, d (5.0) | 5.16, d (4.5) | 5.17, d (5.0) | |||||||||||
| 1′′′ | 26.0 | 3.07, dd (5.5, 16.5) 2.73, dd (7.5, 16.5) |
26.0 | 3.07, dd (5.5, 16.5) 2.73, dd (7.5, 16.5) |
30.4 | 2.95, 2H, m | 30.4 | 2.98, 2H, m | 26.8 | 3.20, 2H, d (8.5) | 26.8 | 3.20, 2H, d (8.0) | 114.5 | 6.68, d (10.0) |
| 2′′′ | 68.6 | 3.89, dd (5.5, 7.0) | 68.7 | 3.89, dd (5.0, 7.5) | 75.2 | 4.38, t (6.5) | 74.9 | 4.45, t (6.5) | 90.9 | 4.76, t (8.5) | 90.9 | 4.75, t (8.5) | 127.4 | 5.73, d (10.0) |
| 3′′′ | 79.8 | 79.9 | 148.9 | 148.9 | 70.1 | 70.0 | 77.7 | |||||||
| 4′′′ | 21.3 | 1.35, s | 20.9 | 1.35, s | 110.6 | 4.69, s 4.79, s |
110.5 | 4.69, s 4.79, s |
24.8 | 1.18, s | 24.7 | 1.16, s | 27.7 | 1.43, s |
| 5′′′ | 25.7 | 1.45, s | 25.9 | 1.45, s | 17.6 | 1.84, s | 17.9 | 1.84, s | 25.6 | 1.15, s | 25.8 | 1.17, s | 27.8 | 1.45, s |