Table 1.
NMR Spectroscopic Data for Gymnochrome E (1) and Gymnochrome F (2).a
| No | 1 | 2 | |||||
|---|---|---|---|---|---|---|---|
| δCb,e | δH (J in Hz)b | HMBCc | δCd,e | δH (J in Hz)d | HMBC | ||
| 1, 6 | 158.9 | 158.9 | 159.6 | ||||
| 2, 5 | 115.0 | 115.4 | 116.4 | ||||
| 3, 4 | 145.6 | 143.7 | 144.0 | ||||
| 3a, 3b | 122.5 | 122.0 | 121.5 | ||||
| 6a, 14a | 109.5 | 109.4 | 109.2 | ||||
| 7, 14 | 183.0 | 183.0 | 185.0 | ||||
| 7a, 13a | 102.5 | 102.5 | 103.0 | ||||
| 8, 13 | 168.9 | 168.9 | 163.7 | ||||
| 9, 12 | 106.3 | 106.2 | 6.59, s | 7a, 8, 10, 10a | 102.0 | ||
| 10b, 11, 13, 13a | |||||||
| 10, 11 | 175.7 | 175.7 | 168.3 | ||||
| 10a, 10b | 120.3 | 120.3 | 120.7 | ||||
| 14b, 14c | 127.5 | 127.6 | 125.1 | ||||
| 14d, 14g | 121.7 | 121.6 | 121.5 | ||||
| 14e, 14f | 124.7 | 124.9 | 125.6 | ||||
| 15 | 45.7 | 3.47, dd (13.0, 8.2) | 2, 3, 3a, 17 | 45.7 | 3.85, dd (13.7, 6.8) | 2, 3, 3a, 16, 17 | |
| 3.64, dd (13.0, 2.0) | 2, 3, 3a, 17 | 3.98, dd (13.7, 5.5) | 2, 3, 3a, 16, 17 | ||||
| 16 | 67.5 | 3.42, brs | 70.8 | 3.54, brs | |||
| 17 | 24.8 | 0.94, d (6.1) | 15, 16 | 37.0 | 0.43, brs | ||
| 0.51, brs | |||||||
| 18 | 45.4 | 3.56, dd (13.0, 8.9) | 3b, 4, 5, 19, 20 | 17.5 | 0.70, brs | ||
| 3.73, dd (13.0, 4.8) | 3b, 4, 5, 19, 20 | 0.85, brs | |||||
| 19 | 69.5 | 3.29, brs | 12.3 | 0.22, t (6.8) | 17, 18 | ||
| 20 | 37.1 | 0.03, m | |||||
| 0.27, m | |||||||
| 21 | 17.3 | 0.58, m | |||||
| 0.81, m | |||||||
| 22 | 13.6 | −0.09, t (6.8) | 20, 21 | ||||
a
1H and 13C NMR date were measured at 600.17 and 150.9, respectively.
b
Recorded in DMSO-d6 solution.
c
HMBC correlations are from the proton(s) stated to the indicated carbons.
d
Recorded in MeOH-d4 solution.
e
Assignments made by interpretation of the HSQC and HMBC spectra as well as through comparison of the observed 13C NMR spectrum with the 13C spectrum calculated using ACDLab v 11 (See Supporting Information for calculated values).