Table 1.
1 | 2 | 3 | 4 | |||||
---|---|---|---|---|---|---|---|---|
No. | δH | δC | δH | δC | δH | δC | δH | δC |
1 | 1.44, 1H, ca. | 35.3 | 1.46, 1H, ca. | 36.1 | 1.26, 1H, ca. | 35.3 | 1.25, 1H, ca. | 35.3 |
1.75, 1H, ca. | 1.66, 1H, ca. | 1.61, 1H, ca. | 1.61, 1H, ca. | |||||
2 | 1.73, 1H, ca. | 31.7 | 1.67, 1H, ca. | 32.9 | 1.73, 1H, ca. | 29.5 | 1.73, 1H, ca. | 29.5 |
2.06, 1H, ca. | 2.19, 1H, ca. | 2.06, 1H, ca. | 2.06, 1H, ca. | |||||
3 | 3.84, 1H, ca. | 69.6 | 3.86, 1H, ca. | 70.4 | 3.97, 1H, ca. | 76.4 | 3.94, 1H, ca. | 76.7 |
4 | 1.51, 1H, ca. | 34.4 | 1.53, 1H, ca. | 39.3 | 1.36, 1H, ca. | 34.4 | 1.36, 1H, ca. | 34.4 |
1.76, 1H, ca. | 1.84, 1H, ca. | 1.87, 1H, ca. | 1.88, 1H, ca. | |||||
5 | 1.25, 1H, ca. | 42.9 | 1.23, 1H, ca. | 43.7 | 1.03, 1H, ca. | 42.6 | 1.06, 1H, ca. | 42.7 |
6 | 1.22, 1H, ca. | 28.1 | 1.24, 1H, ca. | 28.9 | 1.16, 1H, ca. | 28.2 | 1.18, 1H, ca. | 28.2 |
1.38, 1H, ca. | 1.28, 1H, ca. | 1.25, 1H, ca. | 1.24, 1H, ca. | |||||
7 | 0.95, 1H, ca. | 33 | 0.94, 1H, ca. | 33.5 | 0.92, 1H, ca. | 33 | 0.93, 1H, ca. | 33 |
1.75, 1H, ca. | 1.81, 1H, ca. | 1.73, 1H, ca. | 1.73, 1H, ca. | |||||
8 | 2.24, 1H, ca. | 36.1 | 2.18, 1H, ca. | 36.3 | 2.09, 1H, ca. | 36.2 | 2.08, 1H, ca. | 36.2 |
9 | − | 145.5 | − | 148.5 | − | 145.5 | − | 145.5 |
10 | − | 37.5 | − | 38.2 | − | 37.6 | − | 37.6 |
11 | 5.51, 1H, d, J = 5.3 Hz | 116.2 | 5.59, 1H, brs | 123.9 | 5.45, 1H, d, J = 5.3 Hz | 116.4 | 5.45, 1H, d, J = 5.3 Hz | 116.4 |
12 | 1.78, 1H, ca. | 32.8 | 4.33, 1H, brs | 78.6 | 1.77, 1H, ca. | 33 | 1.78, 1H, ca. | 33 |
3.07, 1H, d, J = 17.4 Hz | 3.06, 1H, d, J = 17.4 Hz | 3.06, 1H, d, J = 17.4 Hz | ||||||
13 | − | 42.9 | − | 45.2 | − | 43.1 | − | 43.1 |
14 | 2.13, 1H, ca. | 50.5 | 1.48, 1H, ca. | 53.2 | 2.13, 1H, ca. | 50.6 | 2.13, 1H, ca. | 50.6 |
15 | 1.51, 1H, ca. | 31.9 | 1.52, 1H, ca. | 32.4 | 1.53, 1H, ca. | 32.1 | 1.52, 1H, ca. | 32.1 |
2.32, 1H, ca. | 2.07, 1H, ca. | 2.32, 1H, ca. | 2.31, 1H, ca. | |||||
16 | 4.45, 1H, d, J = 7.2 Hz | 90.1 | 4.62, 1H, ca. | 81.5 | 4.48, 1H, d, J = 7.2 Hz | 90.3 | 4.45, 1H, d, J = 7.2 Hz | 90.3 |
17 | − | 88.9 | 2.34, 1H, t, J = 6.0 Hz | 61.9 | − | 89.1 | − | 89.1 |
18 | 0.92, 3H, s | 16.4 | 0.1.09, 3H, s | 10.9 | 0.92, 3H, s | 16.6 | 0.92, 3H, s | 16.6 |
19 | 0.98, 3H, s | 17.4 | 0.99, 3H, s | 18.0 | 0.68, 3H, s | 17.4 | 0.84, 3H, s | 17.4 |
20 | 2.23, 1H, ca. | 44.8 | 2.14, 1H, ca. | 43.8 | 2.21, 1H, ca. | 45.1 | 2.22, 1H, ca. | 45.1 |
21 | 1.21, 3H, d, J = 7.1 Hz | 8.2 | 1.42, 3H, d, J = 6.9 Hz | 14.0 | 1.23, 3H, d, J = 7.1 Hz | 8.5 | 1.22, 3H, d, J = 7.1 Hz | 8.5 |
22 | − | 110.5 | − | 110.1 | − | 109.8 | − | 109.8 |
23 | 1.45, 1H, ca. | 25.6 | 1.47, 1H, ca. | 26.4 | 1.46, 1H, ca. | 25.8 | 1.46, 1H, ca. | 25.8 |
1.92, 1H, ca. | 1.92, 1H, ca. | 1.92, 1H, ca. | 1.91, 1H, ca. | |||||
24 | 1.32, 1H, ca. | 24.8 | 1.34, 1H, ca. | 26.2 | 1.33, 1H, ca. | 25.1 | 1.32, 1H, ca. | 25.1 |
2.06, 1H, ca. | 2.04, 1H, ca. | 2.05, 1H, ca. | 2.03, 1H, ca. | |||||
25 | 1.55, 1H, ca. | 26.5 | 1.59, 1H, ca. | 27.6 | 1.55, 1H, ca. | 26.3 | 1.54, 1H, ca. | 26.7 |
26 | 3.24, 1H, d, J = 11.0 Hz | 64.2 | 3.33, 1H, d, J = 11.0 Hz | 65.2 | 3.24, 1H, d, J = 11.0 Hz | 64.4 | 3.24, 1H, d, J = 11.0 Hz | 64.4 |
4.04, 1H, dd, J = 2.4, 11.0 Hz | 4.09, 1H, dd, J = 2.4, 11.0 Hz | 4.03, 1H, dd, J = 2.4, 11.0 Hz | 4.04, 1H, dd, J = 2.4, 11.0 Hz | |||||
27 | 1.05, 3H, d, J = 7.1 Hz | 15.4 | 1.08, 3H, d, J = 6.9 Hz | 16.3 | 1.05, 3H, d, J = 7.1 Hz | 15.6 | 1.06, 3H, d, J = 7.1 Hz | 15.6 |
Sugar | ||||||||
Gal-1 | 4.98, 1H, d, J = 7.6 Hz | 102.2 | 4.91, 1H, d, J = 7.6 Hz | 101.8 | ||||
2 | 4.47, 1H, ca. | 72.1 | 4.62, 1H, ca. | 80.5 | ||||
3 | 4.18, 1H, t, J = 6.0 Hz | 76.4 | 4.18, 1H, ca. | 85.5 | ||||
4 | 4.61, 1H, d, J = 3.0 Hz | 69.8 | 4.53, 1H, ca. | 72.7 | ||||
5 | 4.24, 1H, dd, J = 3.0, 9.4 Hz | 74.9 | 4.01, 1H, ca. | 77.6 | ||||
6 | 4.48, 2H, ca. | 62 | 4.26, 1H, ca. | 59.9 | ||||
4.80, 1H, ca. | ||||||||
Glc-1′ | 5.16, 1H, d, J = 7.5 Hz | 104.6 | ||||||
2′ | 4.13, 1H, ca. | 75 | ||||||
3′ | 3.81, 1H, ca. | 78.3 | ||||||
4′ | 3.99, 1H, ca. | 71.2 | ||||||
5′ | 4.07, 1H, ca. | 76.2 | ||||||
6′ | 4.02, 1H, ca. | 60.9 | ||||||
4.65, 1H, ca. | ||||||||
Glc-1′′ | 5.27, 1H, d, J = 7.5 Hz | 106.4 | ||||||
2′′ | 4.06, 1H, ca. | 74.5 | ||||||
3′′ | 3.97, 1H, ca. | 77.9 | ||||||
4′′ | 4.26, 1H, ca. | 69.6 | ||||||
5′′ | 4.12, 1H, ca. | 77 | ||||||
6′′ | 4.37, 1H, ca. | 62.6 | ||||||
4.59, 1H, ca. |
† Assignments aided by the HSQC, HMBC, and NOESY experiments; 1H- and 13C-NMR were measured at 400 and 100 MHz in pyridine-d5.