Table 3.
1H NMR (400 MHz) and 13C NMR (100.6 MHz) data for 4′-hydroxy-gilvocarcin V (4) in [D6]DMSO (relative to internal TMS, J in Hz).
| Position number | 1H δ | 13C δ | HMBC correlation | COSY | NOESY |
|---|---|---|---|---|---|
| 1-OH | 9.67, S | 153.2 | 1, 2, 12a | ||
| 2 | 6.89, d (8.4) | 112.7 | 1, 4, 12a | 3 | 3 |
| 3 | 8.02, d (8.4) | 128.7 | 1, 4a, 1′ | 2 | 2 |
| 4 | 127.5 | ||||
| 4a | 124.7 | ||||
| 4b | 143.1 | ||||
| 6 | 160.4 | ||||
| 6a | 123.7 | ||||
| 7 | 7.96 d, (1.6) | 119.8 | 6, 9, 10a, 13 | ||
| 8 | 139.2 | ||||
| 13-H | 6.92, dd (17.6, 11.2) | 135.9 | 7 | 14-He, 14 Hz | 14-He, 14 Hz |
| 14-He | 6.11, d (17.6) | 117.9 | 8 | 13-H | 13-H, 14 HZ |
| 14HZ | 5.46, d (11.2) | 8 | 13-H | 13-H, 14-He | |
| 9 | 7.71, d (1.6) | 115.0 | 7, 10, 10a, 13 | ||
| 10 | 158.1 | ||||
| 10-OCH3 | 4.14, s | 57.5 | 10 | ||
| 10a | 123.1 | ||||
| 10b | 113.5 | ||||
| 11 | 8.44, s | 102.2 | 4b, 10a, 10b, 12a, 12b | ||
| 12 | 152.5 | ||||
| 12-OCH3 | 4.08, s | 57.0 | 12 | ||
| 12a | 115.6 | ||||
| 1′ | 6.30, d (6.4) | 79.1 | 3 | 2′ | 2′ |
| 2′ | 4.81, dd (6.4, 6.4) | 78.1 | 3′ | 1′, 3′ | 2′-OH |
| 2′-OH | 4.50, d (6.4)* | 3′ | 2′ | ||
| 3′ | 3.87, t (6.4) | 77.56 | 2′ | 2′, 3′-OH | 3′-OH |
| 3′-OH | 4.90, d (6.4)* | 3′ | 3′ | ||
| 4′-OH | 5.23, s* | 102.2 | 3′,4′ | 3′-OH, 5′-OH | |
| 5′ | 3.68, dq (6.4, 5.6) | 69.0 | 6′-CH3 | 6′-CH 3 | |
| 5′-OH | 4.85, d (5.6)* | 5′ | 5′ | ||
| 6′-CH3 | 1.22, d (6.4) | 17.8 | 4′, 5′ | 5′ | 5′ |
Signals exchangeable with D2O.