Table 1.
NMR data (400 MHz 1H, 100 MHz 13C, CDCl3) for 3′-epi-16-hydroxyverrucarin A (1).
| Position | δC, type | δH (J in Hz) | NOESY | HMBC |
|---|---|---|---|---|
| 2 | 79.1, CH | 3.86, d (5.1) | 13a | 5, 12, 13, 14 |
| 3α | 34.9, CH2 | 2.48, dd (15.5, 8.2) | 11 | 2, 5, 12 |
| 3β | 2.26, dt (15.5, 4.7) | 2, 4 | ||
| 4 | 75.5, CH | 5.81, dd (8.2, 4.1) | 11, 15 | 2, 5, 6, 12, 11′ |
| 5 | 49.6, C | |||
| 6 | 44.7, C | |||
| 7α | 19.7, CH2 | 1.76, tt (11.7, 2.7) | 6, 7, 8, 9, 16 | |
| 7β | 1.91, m | 2′ | 6, 7, 8, 9, 10, 15, 16 | |
| 8α | 23.0, CH2 | 1.92, m | 3′ | 7, 9, 10 |
| 8β | 2.06, m | 6, 7, 9, 10, 15 | ||
| 9 | 143.9, C | |||
| 10 | 117.5, CH | 5.71, d (5.2) | 6, 8, 16 | |
| 11 | 66.4, CH | 3.62, d (5.3) | 3α, 4 | 2, 7, 9, 10, 15 |
| 12 | 65.2, C | |||
| 13a | 47.9, CH2 | 3.1, d (3.8) | 2 | 2, 5, 12 |
| 13b | 2.8, d (4.1) | 14 | 2, 5, 12 | |
| 14 | 7.4, CH3 | 0.85, s | 13b, 8′ | 4, 5, 6, 12 |
| 15a | 63.3, CH2 | 4.71, d (12.2) | 4 | 5, 6, 7, 11 |
| 15b | 4.22, d (12.1) | 4 | 5, 6, 7, 1′ | |
| 16 | 65.9, CH2 | 4.07, m | 9, 10 | |
| 1′ | 174.8, C | |||
| 2′ | 74.3, CH | 4.13, d (5.7) | 7β | 1′, 4′, 12′ |
| 3′ | 33.3, CH | 2.34, dtd (11.4, 4.3, 2.1) | 8α, 8′ | 4′, 12′ |
| 4′a | 32.3, CH2 | 1.9, m | 2′ | 2′, 3′, 5′, 12′ |
| 4′b | 1.76, tt (11.7, 2.7) | 12′ | ||
| 5′a | 61.2, CH2 | 4.49, ddd (11.4, 5.4, 2.5) | 3′, 6′ | |
| 5′b | 3.96, td (11.8, 3.3) | 12 | 4′, 6′ | |
| 6′ | 165.5, C | |||
| 7′ | 127.6, CH | 6.04, d (15.7) | 6′, 8′ | |
| 8′ | 138.8, CH | 8.03, dd (15.8, 11.7) | 14, 3′ | 6′, 7′, 9′, 10′ |
| 9′ | 139.2, CH | 6.67, t (11.4) | 7′, 8′, 11′ | |
| 10′ | 125.8, CH | 6.14, d (11.0) | 8′, 11′ | |
| 11′ | 166.2, C | |||
| 12′ | 10.1, CH3 | 0.87, d (6.9) | 5′b | 2′, 4′ |