Table 2. 1H (700 MHz) and 13C (175 MHz) NMR Data for Grisechelins A (4) and D (7) in d6-DMSO and Grisechelins B (5) and C (6) in CDCl3a.
| grisechelin
A (4) |
grisechelin
B (5) |
grisechelin
C (6) |
grisechelin
D (7) |
|||||
|---|---|---|---|---|---|---|---|---|
| position | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) | δC, type | δH (J in Hz) |
| 2 | 138.0, C | 138.4, C | 139.2, C | 139.6, C | ||||
| 3 | 151.5, C | 152.0, C | 150.2, C | 150.2, C | ||||
| 4 | 119.4, CH | 7.96, br s | 119.1, CH | 7.67, s | 119.3, CH | 7.70, s | 120.3, CH | 8.03, s |
| 4a | 128.9, C | 132.7, C | 128.7, C | 129.2, C | ||||
| 5 | 128.5, CH | 7.95, d (8.9) | 127.5, CH | 7.68, d (8.8) | 127.6, CH | 7.68, d (8.8) | 129.1, CH | 7.97, d (8.8) |
| 6 | 129.3, CH | 7.65, dd (8.9, 2.1) | 129.6, CH | 7.50, dd (8.8, 2.1) | 128.8, CH | 7.47, dd (8.8, 2.1) | 129.3, CH | 7.65, dd (8.5, 1.4) |
| 7 | 131.9, C | 129.0, C | 132.8, C | 132.5, C | ||||
| 8 | 127.3, CH | 8.04, d (2.1) | 128.5, CH | 8.11, d (2.0) | 127.9, CH | 8.07, d (2.0) | 127.5, CH | 8.08, br s |
| 8a | 141.7, C | 142.6, C | 142.8, C | 142.5, C | ||||
| 1′ | 175.2, C | 177.0, C | 170.5, C | 169.8, C | ||||
| 3′ | 32.5, CH2 | 3.62, dd (11.0, 9.4) | 32.0, CH2 | 3.50, dd (10.9, 9.3) | 117.8, CH | 7.49 br s | 134.9, CH | 9.01, s |
| 3.32, t (10.9) | 3.40, dd (10.9, 8.3) | |||||||
| 4′ | 79.7, CH | 5.29, dt (9.2, 5.6) | 79.0, CH | 5.08, m | 156.3, C | 154.4, C | ||
| 6′ | 72.5, CH | 4.98, dd (11.6, 5.7) | 64.3, CH2 | 4.08, br d (11.5) | 61.0, CH2 | 4.94 br s | 185.1, CH | 10.07, s |
| 3.96, br d (11.5) | ||||||||
| 8′ | 37.3, CH2 | 3.21, dd (10.0, 6.5) | ||||||
| 2.80, dd (9.8, 9.0) | ||||||||
| 9′ | 65.9, CH | 3.74, ddd (11.7, 8.8, 6.4) | ||||||
| 11′ | 171.9, C | |||||||
| 3-OH | 12.20, s | 11.90, br s | 11.72, br s | 11.54, br s | ||||
| 10′-NH | 3.12, t (11.6) | |||||||
| CONH2 | 7.58, br s | |||||||
| 7.32, br s | ||||||||
a
Assignments were based on COSY, HMBC, HSQC, and NOESY experiments.