Table 2.
13C (100 MHz) and 1H (400 MHz) NMR Spectroscopic Data of Compounds 1–3 in CDCl3 (δ in ppm) isolated from cultivation of strain LGMF1215, compared with the literature data.
| Position | (+)-Cercosporin (1) | (+)-Isocercosporin (2) | Data reported in literature for compound 127 | Data reported in literature for compound 228 | Position | Compound 3 | |||
|---|---|---|---|---|---|---|---|---|---|
| δC, type | δH (mult.) | δC, type | δH (mult.) | δH (mult.) | δH (mult.) | δC, type | δH (mult.) | ||
| 1,12 | 135.4, C | 136.8, C | 1 | 198.5, C | |||||
| 2, 11 | 153.0, C | 153.4, C | 2 | 148.1, C | |||||
| 3, 10 | 182.0, C | 181.9, C | 2-OCH3 | 59.7, CH3 | 3.62 (s) | ||||
| 3a, 9a | 108.4, C | 108.6, C | 3 | 144.7, C | |||||
| 3b, 9b | 128.1, C | 127.6, C | 4 | 68.8, CH | 4.56 (m) | ||||
| 4, 9 | 167.7, C | 167.8, C | 5 | 74.4, C | 3.87 (brd, 3.6) | ||||
| 4,9-OH | 14.81 (s) | 14.89 (s) | 14.86 (s) | 14.91 (s) | 6 | 50.4, C | |||
| 5, 8 | 109.5, CH | 7.06 (s) | 109.4, CH | 7.03 (s) | 7.07 (s) | 7.02 (s) | 6-CH3 | 18.9, CH3 | 1.08 (s) |
| 6, 7 | 163.6, C | 163.6, C | 7 | 25.4, CH2 | 1.81 (m), 1.73 (m) | ||||
| 6a, 6b | 113.1, C | 113.2, C | 8 | 7.7, CH3 | 0.86 (t, 7.6) | ||||
| 12a, 12b | 130.7, C | 131.8, C | 9 | 35.9, CH | 2.80 (m) | ||||
| 13, 16 | 42.4, CH2 | 3.57 (dd, 13.0, 7.1) 2.88 (dd, 12.9, 5.9) |
42.5, CH2 | 3.49 (dd, 14.0, 3.2) 2.85 (dd, 13.5, 8.4) |
3.59 (dd, 13.1, 7.0) 2.90 (dd, 13.1, 6.0) |
3.51 (dd, 13.3, 3.4) 2.87 (dd, 13.3, 8.2) |
9-CH3 | 18.1, CH3 | 1.19 (d, 6.9) |
| 14, 17 | 68.3, CH | 3.36 (m) | 69.8, CH | 3.68 (m) | 3.39 (m) | 3.70 (m) | 10 | 29.1, CH2 | 1.68 (m), 1.58 (m) |
| 15, 18 | 23.6, CH3 | 0.62 (d, 6.0) | 24.0, CH3 | 0.95 (d, 6.0) | 0.65 (d, 6.1) | 0.97 (d, 6.2) | 11 | 13.1, CH3 | 0.91 (t, 7.5) |
| 19, 21 | 61.4, CH3 | 4.19 (s) | 61.2, CH3 | 4.21 (s) | 4.21 (s) | 4.23 (s) | |||
| 20 | 92.8, CH2 | 5.72 (s) | 92.8, CH2 | 5.71 (s) | 5.75 (s) | 5.73 (s) | |||
δH (mult., J in [Hz]); Assignments supported by 2D HSQC and HMBC experiments.