1H NMR data (400 MHz) of compounds 1–4 and 11a.
| Position | 1b | 2b | 3b | 4c | 11d |
|---|---|---|---|---|---|
| 1 | 6.78 s | 6.89 s | 6.89 s | 6.92 s | 6.68 s |
| 4 | 6.58 s | 6.68 s | 6.79 s | 6.93 s | 6.63 s |
| 5 | 2.68 m | 2.71 m | 2.64f | 2.69f | 2.54f |
| 3.18 m | 3.14e | 3.08f | 3.07 m | 2.89 m | |
| 6 | 2.68 m | 2.63 m | 2.62f | 2.64f | 2.42f |
| 3.21 m | 3.15e | 3.15f | 3.20 m | 3.08f | |
| 8 | 3.59 d (15.7) | 3.51 d (15.7) | 3.54 d (15.9) | 3.35 d (15.6) | 3.35e |
| 4.22 d (15.7) | 4.17 d (15.7) | 4.18 d (15.9) | 4.19 d (15.6) | 4.02 d (15.7) | |
| 11 | 6.90 d (8.8) | 6.86 d (8.4) | 6.88 d (9.2) | 6.72 d (8.2) | 6.67 d (8.2) |
| 12 | 6.88 d (8.8) | 6.86 d (8.4) | 6.88 d (9.2) | 6.80 d (8.2) | 6.71 d (8.2) |
| 13 | 2.90 dd (16.4, 12.2) | 2.85 dd (16.1, 11.2) | 2.90 dd (16.1, 11.3) | 2.73 dd (16.1, 11.0) | 2.50 dd (15.7, 12.3) |
| 3.28 dd (16.4, 3.2) | 3.23 dd (16.1, 3.4) | 3.27 dd (16.1, 3.5) | 3.41 dd (16.1, 3.5) | 3.14 dd (15.7, 3.4) | |
| 13a | 3.64f | 3.55 dd (11.2, 3.4) | 3.60 dd (11.3, 3.5) | 3.58 dd (11.0, 3.5) | 3.34e |
| 2-OCH3 | 3.82 s | 3.86 s | |||
| 3-OCH3 | 3.85 s | 3.80 s | |||
| 9-OCH3 | 3.79 s | 3.79 s | 3.79 s | 3.80 s | 3.71 s |
| 10-OCH3 | 3.73 s | ||||
| 2-OCOCH3 | 2.29 s | ||||
| 3-OCOCH3 | 2.29 s | ||||
| 10-OCOCH3 | 2.30 s | 2.30 s | 2.31 s | ||
| 1-OH | 8.68 s | ||||
| 2-OH | 5.52 s | 9.06 s | |||
| 1′ | 4.88 d (7.5) | ||||
| 2′ | 3.45 dd (8.7, 7.5) | ||||
| 3′ | 3.48 t (8.7) | ||||
| 4′ | 3.38e | ||||
| 5′ | 3.38e | ||||
| 6′ | 3.68 dd (12.1, 5.2) | ||||
| 3.85 dd (12.1, 1.7) |
Assignments were based on 1H–1H COSY, HMQC, HMBC, and NOESY experiments; chemical shifts (δ) are given in ppm.
Recorded in CDCl3.
Recorded in CD3OD.
Recorded in DMSO-d6.
Overlapping signal.
Partially overlapping signal.