Table 3.
Tables of 1H NMR chemical shift for the ribosylated pyridones.
| Compound (Solvent) |
Chemical Shift (Multiplicity, J Values in Hz) | |||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| NH | H2 | H3 | H4 | H5 | H6 | H1’ | H2’ | H3’ | H4’ | H5’ | CH3 | |
| 2PYR (D2O) |
8.46 (dd, J = 5.4, 7.04 Hz, 2H, H4 & H6), | 6.14 (s), | 4.12 (bs, 3H, C2’,3’,4’H) | 3.97 (d, J = 12.9 Hz), 3.80 (d, J = 11.56 Hz) | ||||||||
| 6.55 (t, J = 6.96 Hz) | ||||||||||||
| 2PYR (DMSO-d6) [32] |
7.63 and 8.96 (2 brs, CONH2) | 8.32 (m) | 6.55 (t) | 8.42 (m) | 6.08 (d, J = 1.17 Hz) | 5.55 (d, 1H (C2’OH) | 5.10 (d, 1H, C3’OH) | 5.23 (t, 1H, C5’OH), 3.64 (m) | ||||
| 3.79–3.97 (m, 3H) | ||||||||||||
| 4PYR (D2O) |
8.67 (d, J = 2.24 Hz) | 6.65 (d, J = 7.6 Hz) | 7.94 (dd, J = 2.24 Hz, 2.24 Hz) | 5.55 (d, J = 5.5 Hz) | 4.23 (t, J = 5.28 Hz) | 4.19–4.13 (m) | 3.81 and 3.73 (ABX, 2H, JAB = 12.7 Hz, JAX = 3.04 Hz, JBX = 4.0 Hz) | |||||
| 4PYR (D2O) [25] |
8.66 (d, J = 2.4 Hz) | 6.58 (d, J = 7.8) | 7.93 (dd, J = 7.8, 2.4 Hz | 5.53 (d, J = 5.9) | 4.22 (t, J = 5.4) | 4.16 (dd, J = 5.1, 3.5) | 4.14 (ddd, J = 4.0, 3.5, 3.0 Hz) | 3.72 (dd, J = 12.6, 3.0 Hz), 3.79 (dd, J = 12.6, 3.0 Hz) | ||||
| 6PYR (D2O) |
8.60 (s) | 7.84 (d, J = 9.2 Hz) | 6.54 (d, J = 9.44 Hz) | 6.01 (s) | 4.19–4.13 (m) | 3.97 (d, J = 12.92 Hz), 3.80 (d, J = 12.88 Hz) | ||||||
| 6PYR (DMSO-d6) [31] |
7.54(1 H, Amid-NH), 7.30 (s) | 8.52 (d, J = 1.9 Hz) | 7.81–7.86 (dd, J = 1.9 Hz, 9.5 Hz) | 6.40 (d, J = 9.5 Hz) | 6.01 (d, J = 3.5 Hz) | 5.45 (d, J = 4.6 Hz,1H, C2’ OH) | 5.07 (d, J = 4.9 Hz, 1 H, C3’ OH) | 5.17 (t, J = 4.5 Hz, C5’OH, 3.57–3.76 (mb) | ||||
| 3.92–4.08 (m, 3H, C2’,3’,4’H) | ||||||||||||
| 4PYR ACID (D2O) |
8.21 (d, J = 2.4 Hz) | 6.52 (d, J = 7.6 Hz) | 7.89 (dd, J = 7.6, 2.4 Hz) | 5.51 (d, J = 5.6 Hz) | 4.26 (dd, J = 5.6 and 5.3 Hz) | 4.20 (dd, J = 5.3 and 3.6 Hz) | 4.15 (dd, J = 8.3, 3.6 Hz) | 3.82 (dd, J = 12.8, 4.5 Hz), 3.74 (dd, J = 12.8, 4.5 Hz) | ||||