Table 4. 1H and 13C NMR data of the sugar moiety of saponins 7–12 in pyridine-d5.
Position | 7 | 8 | 9 | 10 | 11 | 12 | ||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|
δC | δH (J Hz) | δC | δH (J Hz) | δC | δH (J Hz) | δC | δH (J Hz) | δC | δH (J Hz) | δC | δH (J Hz) | |
3-O-Gal-1' | 102.8 | 4.88 d (7.8) | 102.8 | 4.88 d (7.8) | 102.8 | 4.88 d (7.8) | 102.8 | 4.88 d (7.8) | 102.8 | 4.86 d (7.8) | 102.8 | 4.88 d (7.8) |
2' | 73.2 | 4.42 o | 73.2 | 4.41 t (8.4) | 73.2 | 4.41 o | 73.2 | 4.41 t (8.4) | 73.2 | 4.41 o | 73.2 | 4.41 o |
3' | 75.6 | 4.09 m | 75.6 | 4.09 o | 75.6 | 4.09 o | 75.6 | 4.09 o | 75.6 | 4.09 o | 75.6 | 4.09 o |
4' | 79.9 | 4.58 o | 79.9 | 4.58 o | 79.9 | 4.59 br s | 79.9 | 4.59 br s | 79.9 | 4.59 o | 79.9 | 4.58 br s |
5' | 75.3 | 3.96 o | 75.3 | 3.96 o | 75.4 | 3.96 o | 75.4 | 3.96 o | 75.4 | 3.95 o | 75.4 | 3.95 o |
6' | 60.6 | 4.16 o, 4.67 t (7.8) | 60.6 | 4.15 o, 4.66 br t (8.4) | 60.6 | 4.16 o, 4.67 m | 60.6 | 4.16 t (8.4), 4.66 m | 60.6 | 4.16 o, 4.65 m | 60.6 | 4.16 o, 4.66 m |
3'-O-Glc-1'' | 105.2 | 5.18 d (7.8) | 105.2 | 5.18 d (7.8) | 105.2 | 5.18 d (7.8) | 105.2 | 5.18 d (7.8) | 105.2 | 5.18 d (8.4) | 105.2 | 5.18 d (7.8) |
2'' | 81.4 | 4.41 t (8.4) | 81.4 | 4.42 o | 81.4 | 4.42 t (8.4) | 81.4 | 4.42 t (8.4) | 81.4 | 4.42 t (8.4) | 81.4 | 4.42 t (8.4) |
3'' | 86.8 | 4.16 o | 86.8 | 4.16 o | 86.8 | 4.16 t (8.4) | 86.8 | 4.15 o | 86.8 | 4.16 t (8.4) | 86.8 | 4.16 t (9.0) |
4'' | 70.5 | 3.81 t (9.0) | 70.5 | 3.81 t (9.0) | 70.5 | 3.82 t (9.0) | 70.5 | 3.81 t (9.0) | 70.5 | 3.81 m | 70.5 | 3.80 t (9.0) |
5'' | 77.6 | 3.87 m | 77.7 | 3.87 m | 77.7 | 3.87 m | 77.7 | 3.87 o | 77.6 | 3.87 m | 77.7 | 3.87 m |
6'' | 63.0 | 4.04 o, 4.52 o | 63.0 | 4.03 o, 4.51 br d (10.2) | 63.0 | 4.04 m, 4.51 dd (4.2, 10.2) | 63.0 | 4.04 m, 4.51 br d (10.2) | 63.0 | 4.04 o, 4.50 m | 63.0 | 4.04 m, 4.51 m |
2''-O-Glc-1''' | 104.9 | 5.57 d (7.8) | 104.9 | 5.57 d (7.2) | 104.9 | 5.57 d (7.8) | 104.9 | 5.57 d (7.2) | 104.9 | 5.57 d (7.8) | 104.9 | 5.57 d (7.8) |
2''' | 76.3 | 4.07 o | 76.3 | 4.06 o | 76.3 | 4.07 o | 76.3 | 4.06 o | 76.3 | 4.06 o | 76.3 | 4.06 o |
3''' | 77.8 | 4.11 o | 77.8 | 4.09 o | 77.8 | 4.10 o | 77.8 | 4.10 o | 77.7 | 4.11 o | 77.8 | 4.10 o |
4''' | 71.1 | 4.19 o | 71.1 | 4.20 o | 71.1 | 4.20 m | 71.1 | 4.19 m | 71.1 | 4.19 o | 71.1 | 4.20 m |
5''' | 78.8 | 3.90 m | 78.8 | 3.91 m | 78.8 | 3.91 m | 78.8 | 3.91 m | 78.8 | 3.91 o | 78.8 | 3.91 o |
6''' | 62.5 | 4.36 m, 4.57 o | 62.5 | 4.36 m, 4.57 o | 62.5 | 4.36 m, 4.56 m | 62.5 | 4.36 o, 4.57 m | 62.5 | 4.36(o), 4.56 o | 62.5 | 4.36 o, 4.57 br d (12.0) |
3'''-O-Xyl-1'''' | 105.0 | 5.23 d (7.8) | 105.0 | 5.23 d (7.8) | 105.0 | 5.23 d (7.8) | 105.0 | 5.23 d (7.8) | 105.0 | 5.23 d (7.8) | 105.0 | 5.23 d (7.8) |
2'''' | 75.1 | 3.95 o | 75.1 | 3.96 o | 75.1 | 3.96 o | 75.1 | 3.96 o | 75.1 | 3.95 o | 75.1 | 3.95 o |
3'''' | 78.7 | 4.07 o | 78.7 | 4.06 o | 78.7 | 4.07 o | 78.7 | 4.06 o | 78.7 | 4.06 o | 78.7 | 4.06 o |
4'''' | 70.8 | 4.11 o | 70.8 | 4.10 o | 70.8 | 4.11 o | 70.8 | 4.10 o | 70.8 | 4.09 o | 70.8 | 4.10 o |
5'''' | 67.4 | 3.66 t (10.8), 4.22 m | 67.4 | 3.66 t (10.2), 4.22 o | 67.4 | 3.67 t (10.2), 4.22 o | 67.4 | 3.66 t (10.2), 4.21 o | 67.4 | 3.66 t (10.5), 4.21 o | 67.4 | 3.66 t (10.8), 4.21 o |
26(24)-O-Glc-1''''' | 105.2 | 4.84 d (7.8) | 105.2 | 4.86 d (7.8) | 105.3 | 4.84 d (7.8) | 105.3 | 4.83 d (7.8) | 105.0 | 4.83 (d, 7.8) | 101.2 | 5.02 d (8.4) |
2''''' | 75.3 | 4.04 o | 75.3 | 4.03 o | 75.3 | 4.01 (m) | 75.3 | 4.01 t (8.4) | 75.2 | 4.01 (t, 7.8) | 75.4 | 4.05 o |
3''''' | 78.6 | 4.23 o | 78.7 | 4.24 o | 78.7 | 4.24 o | 78.6 | 4.21 o | 78.6 | 4.24 o | 78.7 | 4.24 t (9.0) |
4''''' | 71.7 | 4.24 o | 71.7 | 4.24 o | 71.7 | 4.24 o | 71.7 | 4.20 o | 71.7 | 4.22 o | 71.6 | 4.30 t (9.0) |
5''''' | 78.5 | 3.92 m | 78.5 | 3.94 m | 78.5 | 3.94 o | 78.5 | 3.94 o | 78.6 | 3.93 o | 78.5 | 3.92 o |
6''''' | 62.9 | 4.39 m, 4.54 m | 62.8 | 4.38 m, 4.54 dd (2.4, 12.0) | 62.9 | 4.38 m, 4.54 m | 62.9 | 4.36 o, 4.53 dd (2.4, 11.4) | 62.9 | 4.37 o, 4.54 o | 62.6 | 4.37 o, 4.47 m |