Table 2.
1H NMR Data (400 MHz, δ, Hz) for Withanolides 5–11 in CDCl3a
| position | 5 | 6 | 7 | 8 | 9 | 10 | 11 |
| 2 | 6.00 dd (10.0, 2.0) | 6.00 dd (10.0, 2.4) | 6.01 dd (10.0, 2.8) | 5.81,dd (10.0, 2.0) | 2.70 dd (20.2, 4.8) | 5.86 ddd (10.0, 3.0, 1.0) | 6.01 dd (10.0, 3.0) |
| 3.24 dt (20.0, 2.4) | |||||||
| 3 | 6.83 ddd (10.0, 6.4, 2.4) | 6.79 ddd (10.0, 6.4, 2.4) | 6.80 ddd (10.0, 6.4, 2.0) | 6.73 ddd (10, 4.8, 2.4) | 5.67 ddd (10.0, 4.4, 2.8) | 6.76 ddd (10.0, 5.0, 2.5) | 6.80 ddd (10.0, 6.5, 2.2) |
| 4 | 1.90 m | 1.84 m | 1.83 dd (18.4, 6.4) | 2.81 dd (21.2, 4.8) | 6.01 dd (10.0, 2.4) | 2.82 dd (21.2, 5.0) | 1.84 dd (18.4, 6.5) |
| 2.96 dt (18.8, 2.8) | 2.92 dt (18.4, 2.8) | 2.92 ddd (18.4, 2.8, 2.0) | 3.24 dt (21.2, 2.4) | 3.27 brd (21.2) | 2.93 dt (18.4, 2.6) | ||
| 6 | 3.18 d (2.0) | 3.17 brs | 3.17 brs | 5.43 brs | 5.50 d (2.8) | 5.59 brd (5.5) | 3.17 brs |
| 7 | 1.92 m | 1.95 m | 2.08 m | 4.28 d (8.8) | 4.38 brd (6.4) | 2.08 m | 1.94 m |
| 1.82 m | 1.93 m | 1.81 m | |||||
| 8 | 1.95 m | 1.91 m | 1.98 m | 1.67 dd (12.0, 8.8) | 1.79 m | 1.82 m | 1.89 m |
| 9 | 1.61 m | 1.88 m | 1.88 m | 2.33 m | 2.54 m | 2.09 m | 1.88 m |
| 11 | 1.98 m | 2.03 m | 2.02 m | 2.28 m | 1.91 m | 2.18 m | 2.06 m |
| 1.52 m | 1.57 m | 1.56 m | 1.56 m | 1.37 m | 1.56 m | 1.63 m | |
| 12 | 1.67–1.75 m | 2.19 dt (4.0, 12.0) | 2.12 m | 2.38 m | 2.41 m | 1.97 m | 2.33 m |
| 1.67 m | 1.43, m | 1.26 m | 1.24 m | 1.72 m | 1.39 m | ||
| 15 | 1.57 m | 1.67 m | 2.19 dd (14.4, 3.6) | 1.89 m | 1.93 m | 1.52 m | 1.63 m |
| 1.48 m | 1.60 m | 2.31 dd (14.4, 1.2) | 1.78 m | 1.75 m | 1.54 m | ||
| 16 | 2.05 m | 2.77 ddd (14.8, 11.6, 8.8) | 5.77 dd (3.6, 1.2) | 2.62 m | 2.66 m | 1.82 m | 2.68 m |
| 1.83 m | 1.53 m | 1.41 m | 1.43 m | 1.40 m | |||
| 17 | 2.50 t (9.2) | 2.64 t (9.4) | |||||
| 18 | 1.01 s | 1.07 s | 1.12 s | 1.05 s | 1.07 s | 1.01 s | 1.09 s |
| 19 | 1.24 s | 1.21 s | 1.23 s | 1.20 s | 1.36 s | 1.23 s | 1.24 s |
| 21 | 1.33 s | 1.45 s | 1.27 s | 1.35 s | 1.36 s | 1.33 s | 1.35 s |
| 22 | 4.04 d (8.8) | 4.76 d (10.8) | 4.39 dd (12.8, 3.6) | 4.88 dd (12.4, 4.4) | 4.87 dd (12.0, 4.8) | 3.55 d (7.4) | 4.89 dd (11.0, 3.4) |
| 23 | 4.38 brd (8.8) | 4.27 brd (10.8) | 2.78 brt (15.2) | 2.40–2.55 m | 2.40–2.55 m | 4.18 t (7.4) | 1.92 m |
| 2.14 m | 1.82 m | ||||||
| 24 | 2.32 m | 1.70 m | |||||
| 25 | 2.38 m | 2.16 m | |||||
| 27 | 1.88 s | 1.89 s | 1.85 brs | 1.82 s | 1.82 s | 1.28 d (6.8) | 1.21 d (6.8) |
| 28 | 1.95 s | 1.97 s | 1.95 s | 1.89 s | 1.89 s | 3.86 brd (11.0) | 1.12 d (6.8) |
| 3.65 dd (11.0, 7.8) |
a
Assignments based on DEPT, HSQC, and HMBC data.