Table 1 Comparison of 1 H NMR of epothilone A standard with epothilone A 7- O - β -D- glucoside
No. | 1H NMR of epothilone A standard | 1H NMR of epothilone A 7-O-β-D glucoside | No. | 1H NMR of epothilone A standard | 1H NMR of epothilone A 7-O-β-D glucoside |
|---|---|---|---|---|---|
2a | 2.58 (dd, 14.5, 10.4, 1-H) | 2.60 (d, 4.5, 1-H) | 15 | 5.46 (dd, 8.9, 2.6, 1-H) | 5.47 (ddd, 8.5, 2.6, 1.1, 1-H) |
2b | 2.44 (dd, 14.4, 3.3, 1-H) | 2.40-2.24 (m, 1-H) | 17 | 6.63 (dd, 1.8, 1.0, 1-H) | 6.63 (dd, 2.1, 1.1, 1-H) |
3 | 4.22 (dd, 10.4, 3.3, 1-H) | 4.31 (dd, 9.1, 4.9) | 19 | 7.01 (s, 1-H) | 7.26 (s, 1-H) |
4 | No proton | No proton | 21 | 2.73 (s, 3-H) | 2.71 (s, 2-H) |
6 | 3.26 (qd, 6.8, 4.7, 1-H) | 3.29 (ddd, 9.7, 5.5, 2.5, 1-H) | 22 | 1.13 (s, 3-H) | 1.16 (t, 6.4, 3-H) |
7 | 3.83 (t, 4.4, 1-H) | 3.83 (dd, 5.7, 2.1, 1-H) | 23 | 1.40 (s, 3-H) | 1.33 (s, H-23) |
8 | 1.84-1.70 (m, 2-H) | 1.67-1.60 (m, 2-H) | 24 | 1.21 (d, 6.9, 3-H) | 1.30 (d, 6.9, 3-H) |
9 | 1.53-1.42 (m, 2-H) | 1.48-1.34 (m, 4-H) | 25 | 1.04 (d, 7.0, 3-H) | 1.07 (d, 6.9, 3-H) |
10a | 1.66-1.52 (m, 1-H) | 1.56 (dtd, 12.0, 7.6, 4.5, 1H) | 27 | 2.12 (d, 1.3, 3-H) | 2.09 (d, 1.3, 3-H) |
10b | 1.53-1.42 (m, 1-H) | 1.48-1.34 (m, 4-H) | 1' | No proton | 4.49 (d, 7.8, 1-H) |
11a | 1.84-1.70 (m, 2-H) | 1.67-1.60 (m, 2-H) | 2' | No proton | 3.41 (t, 9.0, 1-H) |
11b | 1.53-1.42 (m, 1-H) | 1.48-1.34 (m, 4-H) | 3' | No proton | 3.52-3.47 (m, 2-H) |
12 | 2.95 (dt, 7.4, 3.9, 1-H) | 2.94 (dt, 8.1, 4.1, 1-H) | 4' | No proton | 3.38-3.34 (m, 1-H) |
13 | 3.07 (dt, 8.2, 4.2, 1-H) | 3.11 (dt, 8.4, 4.4, 1-H) | 5' | No proton | 3.52-3.47 (m,2-H) |
14a | 2.24-2.11 (m, 1-H) | 2.12 (ddd, 15.0, 4.6, 2.7, 1-H) | 6a' | No proton | 3.88 (dd, 11.8, 2.4, 1-H) |
14b | 2.00-1.82 (m, 1-H) | 1.98 (dt, 14.8, 8.2, 1-H) | 6b' | No proton | 3.71 (dd, 11.8, 5.5, 1-H) |