Table 3.
1H NMR spectral data of berkeleypenostatins 5–7 in MeOH-d4 (400 MHz)
| 5 | 6 | 7 | |
|---|---|---|---|
| position | δH, mult (J in Hz) | δH, mult (J in Hz) | δH, mult (J in Hz) |
| 2 | 5.99, bd (1.7) | 5.98, dd (2.1, 1.8) | 5.91, bs |
| 4α | 3.00, d (20.0) | 2.70, ddt (19.0, 6.8, 2.1) | 2.89, bs, 2H |
| 4β | 2.91, bdd (20.0, 4.6) | 3.05, dd (19.0, 7.5, 1.8) | |
| 5 | 4.56, td (4.6, 1.3) | 4.51, dddd (7.7, 7.5, 7.3, 6.8) | 4.60, m |
| 6α | 1.55, td (13.6, 4.6) | 1.62, m | 1.50, td (12.7, 4.7) |
| 6β | 2.47, dd (13.6,7.0) | 2.53, ddd (12.4, 7.3, 6.1) | 2.55, dd (12.7,6.9) |
| 7 | 2.99, ddd (13.6, 10.3, 7.0) | 2.62, ddd (12.0, 10.0, 6.1) | 2.92, m |
| 8 | 2.15, dd (10.3, 6.1) | 2.27, dd (10.0, 6.1) | 2.34, bt (11.5) |
| 9 | 4.10, d (11.5) | ||
| 10 | 5.71, bd (6.1) | 5.73, bd (6.1) | 5.66, bs |
| 12 | 4.61, d (8.8) | 4.61, bd (8.5) | 4.55, bd (6.6) |
| 13 | 5.36, dd (15.2, 8.8) | 5.34, dd (15.1, 8.5) | 5.61, dd (15.5, 6.6) |
| 14 | 5.76, dt (15.2, 6.8) | 5.76, dt (15.1, 6.7) | 5.74, dt (15.5, 6.8) |
| 15 | 2.07, bq (6.8) | 2.06, q (6.7) | 2.10, q (6.8) |
| 16 | 1.44, bs | 1.42, bs | 1.42, bs |
| 17 | 1.32, bs | 1.32, bs | 1.32, bs |
| 18 | 1.32, bs | 1.32, bs | 1.32, bs |
| 19 | 1.32, bs | 1.32, bs | 1.32, bs |
| 20 | 1.32, bs | 1.32, bs | 1.32, bs |
| 21 | 0.90, t (7.0) | 0.90, t, (7.0) | 0.89, t (7.1) |
| 22 | 1.60, bs | 1.61, bs | 1.67, bs |
| glucose | |||
| 1’ | 4.37, d (7.8) | 4.37, d, (7.9) | 4.39, d (7.9) |
| 2’ | 3.15, bt (7.8) | 3.15, bt, (7.9) | 3.14, bt (7.9) |
| 3’ | 3.36, m | 3.34, m | 3.37, m |
| 4’ | 3.29, m | 3.30, m | 3.28 m |
| 5’ | 3.29, m | 3.27, m | 3.31 m |
| 6’ | 3.87, d (11.7) 3.67, dd (11.7, 4.5) |
3.88, bd (11.9) 3.66, dd (11.9, 5.0) |
3.88 bd (11.7) 3.66 dd (11.7, 5.4) |
All assignments are based on COSY, HSQC and HMBC experiments