Table 1. Chemical Shifts of Selected Aminoglycoside Derivatives.
Structure | 3 | 8 | 16 | 17 | 4 | 18 | 19 | 25 | 26 | 20 | 21 | 23 |
---|---|---|---|---|---|---|---|---|---|---|---|---|
H-1 | 3.7 | 3.6 | 4.1 | 3.5 | 3.54 | 3.5 | 3.5 | 3.4 | 3.7 | 3.43 | 3.7 | 4.09 |
H-2 (eq./ax.) | 2.45/1.65 | 2.44/1.65 | 2.3/1.40 | 2.1/1.52 | 2.41/1.62 | 2.36/1.63 | 2.35/1.58 | 2.39/1.60 | 2.39/1.5 | 2.39/1.63 | 2.3/1.63 | 2.35/1.56 |
H-3 | 3.5 | 3.5 | 3.5 | 4.0 | 3.4 | 3.4 | 3.3 | 3.5 | 3.51 | 3.53 | 3.5 | 3.57 |
H-4 | 3.67 | 3.69 | 3.6 | 3.7 | 3.4 | 3.4 | 3.44 | 3.7 | 3.66 | 3.7 | 3.65 | 3.71 |
H-5 | 5.16 | 5.13 | 5.21 | 5.11 | 3.65 | 3.6 | 3.58 | 3.87 | 3.91 | 3.9 | 3.93 | 3.98 |
H-6 | 4.94 | 4.94 | 4.81 | 4.95 | 4.93 | 4.86 | 4.94 | 4.97 | 4.78 | 4.96 | 4.79 | 4.91 |
H-1′ | 5.21 | 5.1 | 5.18 | 4.82 | 5.35 | 5.1 | 5.27 | 5.9 | 5.9 | 5.95 | 5.93 | 5.91 |
H-2′ | 3.36 | 4.0 | 3.3 | 3.40 | 3.68 | 3.9 | 3.03 | 3.25 | 3.22 | 3.16 | 3.16 | 3.17 |
H-3′ | 5.44 | 5.09 | 5.43 | 5.24 | 5.49 | 5.17 | 5.12 | 5.45 | 5.44 | 5.47 | 5.46 | 5.46 |
H-4′ | 5.03 | 5.04 | 5.02 | 4.99 | 5.05 | 5.02 | 4.96 | 5.01 | 4.99 | 4.99 | 4.96 | 4.97 |
H-5′ | 4.5 | 4.4 | 4.4 | 4.0 | 4.34 | 4.3 | 4.2 | 4.4 | 4.52 | 4.4 | 4.45 | 4.46 |
H-6′ | 3.3/3.4 | 3.3-3.4 | 3.1-3.4 | 3.4/3.11 | 3.43/3.32 | 3.2-3.3 | 3.38/3.28 | 3.3 | 3.2-3.3 | 3.3 | n.d. | 3.2-3.3 |
H-1″ | - | - | - | - | - | - | - | 5.42 | 5.43 | 5.35 | 5.37 | 5.37 |
H-2″ | - | - | - | - | - | - | - | 5.1 | 5.08 | 4.89 | 4.88 | 4.9 |
H-3″ | - | - | - | - | - | - | - | 5.19 | 5.2 | 4.4 | n.d. | 4.42 |
H-4″ | - | - | - | - | - | - | - | 4.26 | 4.2 | 4.32 | n.d. | 4.3 |
H-5″ | - | - | - | - | - | - | - | 4.44/4.16 | 4.38/4.15 | 4.26 | 4.1 | 4.28 |
H-1‴ | - | - | - | - | - | - | - | - | - | 4.87 | 4.87 | 4.87 |
H-2‴ | - | - | - | - | - | - | - | - | - | 3.3 | n.d. | 3.3 |
H-3‴ | - | - | - | - | - | - | - | - | - | 5.04 | 5.02 | 5.02 |
H-4‴ | - | - | - | - | - | - | - | - | - | 4.7 | 4.7 | 4.69 |
H-5‴ | - | - | - | - | - | - | - | - | - | 4.09 | n.d. | 4.1 |
H-6‴ | - | - | - | - | - | - | - | - | - | 3.59/3.28 | n.d. | 3.58/3.27 |
n.d.: not distinguishable due to the overlap of multiple signals