Table 2.
NMR Spectroscopic Data for the Pyridinopyrones B/C Inseparable Mixture (2, 3) (600 MHz for 1H, 150 MHz for 13C (acetone-d6)
| C# | (2) δC | (3) δC | (2) δH mult (J in Hz) | (3) δH mult (J in Hz) | (2) HMBCb | (3) HMBCb |
|---|---|---|---|---|---|---|
| 1 | 163.3, C | 163.3, C | ||||
| 2 | 101.3, C | 101.3, C | ||||
| 3 | 165.5, C | 165.5, C | ||||
| 4 | 96.0, CH | 96.2, CH | 6.53, s | 6.58, s | 2, 3, 5, 6 | 2, 3, 5, 6 |
| 5 | 157.6, C | 157.9, C | ||||
| 6 | 122.7, CH | 122.7, CH | 6.38, d (15.1) | 6.40, d (14.0) | 4, 5, 7, 8 | 4, 5, 7, 8 |
| 7 | 134.9, CH | 138.0, CH | 7.17, dd (15.1, 11.2) | 7.15, d (14.0) | 5, 6, 8, 9 | 5, 6, 8, 8-Me |
| 8 | 127.7, CH | 135.8, C | 6.61, dd (14.7, 11.2) | 6, 7, 9, 10 | ||
| 9 | 142.0, CH | 135.8, CH | 6.78, d (14.7) | 6.63, d (11.4) | 7, 8, 10, 11,10-Me | 7, 8, 11, 8-Me |
| 10 | 137.1, C | 130.8, CH | 6.94, dd (14.7, 11.4) | 9, 10, 12, 13 | 8, 12 | |
| 11 | 134.2, CH | 135.5, CH | 6.54, d (11.4) | 6.71, dd (14.7, 10.6) | 10-Me | 9, 13 |
| 12 | 127.2, CH | 131.4, CH | 7.48, dd (15.5, 11.4) | 7.24, dd (15.2, 10.6) | 10, 11, 13, 3' | 10, 3' |
| 13 | 130.4, CH | 130.0, CH | 6.77, d (15.5) | 6.76, d (15.2) | 11, 12, 2', 3', 4' | 11, 2', 4' |
| 2' | 148.6, CH | 148.6, CH | 8.72, s | 8.70, s | 13, 3', 4', 6' | 13, 4', 6' |
| 3' | 133.5, C | 133.1, C | ||||
| 4' | 132.4, CH | 132.1, CH | 7.99, d (8.0) | 7.92, d (8.0) | 13, 2', 3', 5', 6' | 13, 2', 6' |
| 5' | 123.5, CH | 123.5, CH | 7.34, dd (8.0, 4.7) | 7.34, dd (8.0, 4.7) | 3', 4', 6' | 3', 6' |
| 6' | 148.5, CH | 148.5, CH | 8.43, d (4.7) | 8.43, d (4.7) | 2', 4', 5' | 2', 4', 5' |
| 2-Me | 7.9, CH3 | 7.9, CH3 | 1.86, s | 1.86, s | 1, 2, 3 | 1, 2, 3 |
| 3-OMe | 55.9, CH3 | 55.9, CH3 | 3.96, s | 3.97, s | 3 | 3 |
| 8-Me | 11.5, CH3 | 2.02, s | 7, 8, 9 | |||
| 10-Me | 11.6, CH3 | 2.09, s | 9, 10, 11 |
a
Assignments made by interpretation of COSY, HSQC and HMBC data.
b
HMBC correlations are from the proton(s) stated to the carbon indicated.