Table 3.
1H NMR data (δ in ppm, J in Hz) for virescenosides Z14-Z18 (6–10)
| Position | 6c | 7b | 8c | 9b | 10d |
|---|---|---|---|---|---|
| 1 | α: 1.22 m β: 2.07 dd (4.3, 12.7) |
α: 1.23 m β: 2.18 dd (4.5, 12.8) |
α: 1.50 m β: 2.19 m |
α: 1.11 m β: 2.11 dd (4.2, 12.5) |
α: 1.15 dt β: 1.78 brd (3.9, 13.1) |
| 2 | 3.79 m | 3.80 dd (9.8, 13.9) | α: 2.84 dt (5.4, 14.2) β: 2.23 m |
3.76 m | α: 1.85 m β: 1.92 m |
| 3 | 3.04 d (9.9) | 3.00 d (9.8) | 2.98 d (9.8) | 3.55 dd (4.0, 11.9) | |
| 5 | 1.73 dd (5.0, 13.8) | 1. 75 dd (3.4, 14.7) | 1.63 dd (4.1, 12.3) | 1.34 dd (4.5, 11.8) | 1.27 m |
| 6 | α: 2.59 dd (5.0, 19.0) | α: 2.53 dd (3.4, 18.2) β: 2.80 dd (14.7, 18.2) |
α: 2.04 m β: 2.11 m |
α: 2.01 m β: 2.06 m |
α: 2.06 m β: 2.40 m |
| 7 | 5.41 brs | 5.38 m | 5.30 m | ||
| 9 | 2.13 m | 1.76 m | 1.74 m | 1.60 m | |
| 11 | α: 1.79 m β: 1.54 m |
α: 2.26 m β: 2.31 m |
α: 1.64 m β: 1.47 m |
α: 1.41 m β: 1.61 m |
α: 1.46 m β: 1.32 m |
| 12 | α: 1.54 m β: 1.67 m |
α: 1.64 m β: 1.36 m |
α: 1.51 β: 1.44 |
α: 1.50 m β: 1.39 m |
α: 1.32 m β: 1.45 m |
| 14 | 6.68 t (2.1) | α: 2.32 m β: 1.95 d (17.8) |
α: 2.00 m β: 1.94 d (2.6, 14.0) |
α: 1.99 m β: 1.92 dd (2.6, 14.1) |
α: 2.03 brd (14.0) β: 1.94 brd (14.0) |
| 15 | 5.83 dd (10.7, 17.5) | 5.71 dd (10.8, 17.5) | 5.81 dd (10.7, 17.5) | 5.81 dd (10.8, 17.4) | 5.87 dd (10.6, 17.4) |
| 16 | 5.00 m | a: 4.83 dd (1.2, 17.5) b: 4.93 dd (1.2, 10.8) |
a: 4.86 dd (1.4, 10.7) b: 4.94 dd (1.4, 17.5) |
a: 4.85 dd (1.4, 10.8) b: 4.93 dd (1.4, 17.4) |
a: 4.95 d (10.6) b: 5.02 d (17.4) |
| 17 | 1.12 s | 1,01 s | 0.89 s | 0.86 s | 0.90 s |
| 18 | 1.13 s | 1.15 s | 1.11 s | 1.11 s | 1.41 s |
| 19 | a: 3.68 d (10.3) b: 4.09 d (10.3) |
a: 3.65 d (10,4) b: 4.11 d (10,4) |
a: 3.90 d (9.8) b: 3.96 d (9.8) |
a: 3.71 d (10.5) b: 4.04 d (1053) |
a: 4.26 d (10.3) b: 4.59 d (10.3) |
| 20 | 0.95 s | 1.22 s | 1.17 s | 0.95 s | 0.93 s |
| 1′ | 4.78 brs | 4.79 d (2.0) | 4.75 d (1.9) | 4.84 d (2.1) | 4.97 brs |
| 2′ | 3.76 m | 3.76 m | 3.66 dd (1.9, 5.6) | 3.77 dd (2.5, 7.4) | 4.55 d (3.2) |
| 3′ | 3.91 dd (3.3, 6.3) | 3.92 dd (3.3, 6.0) | 3.89 dd (3.0, 5.6) | 3.92 dd (3.0, 7.4) | 4.14 dd (3.3, 9.4) |
| 4′ | 4.15 dd (3.3, 7.0) | 4.14 dd (3.3, 7.3) | 4.08 dd (3.2, 8.0) | 4.22 m | 4.87 t (9.3) |
| 5′ | 4.24 d (7.0) | 4.24 d (7.3) | 4.23 d (8.0) | 4.25 d (5.6) | 4.40 d (9.3) |
| 7′ | 3.76 s | 3.76 s | 3.77 s | a: 4.15 dt (6.6, 10.7) b: 4.19 m |
3.64 s |
| 8′ | a,b: 1.68 m | ||||
| 9′ | a,b: 1.45 m | ||||
| 10′ | 0.96 t (7.5) |
a Chemical shifts were measured at 700.13 in Pyr-d5. b Chemical shifts were measured at 700.13 in CD3OD. c Chemical shifts were measured at 500.13 in CD3OD. d Chemical shifts were measured at 500.13 in Pyr-d5.