Table 2.
Full 1H and 13C NMR spectroscopic data of endophenazine E. Chemical shifts are expressed in δ values with the solvent as the internal standard.
| position | 13C NMR data (100.6 MHz, MeOD) δC [ppm] | 1H NMR data (400 MHz, MeOD) δH [ppm] | 1H NMR data (400 MHz, d6-DMSO) δH [ppm] |
| 1 | 130.0 | — | — |
| 2 | 136.3 | 8.83, 1H, dd, J = 7.2, 1.4 Hz | 8.80, 1H, dd, J = 7.2, 1.5 Hz |
| 3 | 131.1 | 8.01, 1H, dd, J = 8.7, 7.2 Hz | 8.10, 1H, dd, J = 8.7, 7.2 Hz |
| 4 | 135.0 | 8.38, 1H, dd, J = 8.7, 1.4 Hz | 8.46, 1H, dd, J = 8.7, 1.5 Hz |
| 4a | 144.0 | — | — |
| 5a | 144.6 | — | — |
| 6 | 128.3 | 8.06, 1H, bd, J = 8.7 Hz | 8.15, 1H, dd, J = 8.1, 0.7 Hz |
| 7 | 132.9 | 7.87, 1H, dd, J = 8.7, 6.8 Hz | 7.95, 1H, dd, J = 8.7, 6.7 Hz |
| 8 | 131.3 | 7.75, 1H, dd, J = 6.8, 1.0 Hz | 7.80, 1H, dd, J = 6.7, 0.7 Hz |
| 9 | 141.7 | — | — |
| 9a | 141.9 | — | — |
| 10a | 140.9 | — | — |
| 11 | 166.8 | — | — |
| 1′ | 30.8 | 4.17, 2H, d, J = 7.3 Hz | 4.13, 2H, dd, J = 7.2, 7.2 Hz |
| 2′ | 122.4 | 5.58, 1H, dddd, J = 7.3, 7.3, 1.0, 1.0 Hz | 5.57, 1H, dddd, J = 7.2, 7.2, 1.2, 1.2 Hz |
| 3′ | 135.7 | — | — |
| 4′ | 26.0 | 1.82, 3H, bs | 1.73, 3H, bs |
| 5′ | 18.1 | 1.80, 3H, bs | 1.73, 3H, bs |
| 1″ | 174.8 | — | — |
| 2″ | 54.0 | 4.96, 1H, dd, J = 9.1, 4.1 Hz | 4.74, ddd, 1H, J = 8.7, 8.7, 3.9 Hz |
| 2″-NH | 10.9, d, J = 8.7 Hz | ||
| 3″ | 29.8 | 2.18–2.30, 1Ha, m 2.16–2.36, 1Hb, m |
1.93–2.09, 1Ha, m 2.22–2.38, 1Hb, m |
| 4″ | 33.2 | 2.16–2.36, 2H, m | 2.22–2.38, 2H, m |
| 5″ | 177.4 | — | — |
| 5″-NH2 | — | 6.73, 1Ha, bs 7.27, 1Hb, sb |
|