Table 2.
Position | 1* | 2* | 3 | 4 | 5 |
---|---|---|---|---|---|
δH (mult, J in [Hz])(a) | δH (mult, J in [Hz])(a) | δH (mult, J in [Hz])(b) | δH (mult, J in [Hz])(b) | δH (mult, J in [Hz])(b) | |
1-OH | 11.52 (s) | 11.59 (s) | 11.79 (s) | ||
2 | 6.45 (dd, 8.4, 0.9) | 6.43 (dd, 8.5, 1.0) | 6.54 (d, 8.7) | ||
3 | 7.38 (t, 8.3) | 7.36 (t, 8.3) | 7.36 (d, 8.8) | 7.16 (d, 8.4) | 7.38 (d, 8.5) |
4 | 6.42 (dd, 8.3, 0.9) | 6.43 (dd, 8.0, 1.0) | 6.41 (d, 8.4) | 6.44 (d, 8.5) | |
5 | 4.41 (d, 4.3) | 4.41 (d, 4.3) | 5.39 (brd, 1.3) | 5.51 (d, 1.2) | 5.54 (d, 1.5) |
6 | 2.86 (m) | 2.95 (m) | 2.33 (m) | 2.40 (m) | 2.38 (m) |
7 | 2.86 (brm) 2.24 (brm) | 2.82 (dd, 18.0, 9.4) 2.21 (dd, 18.0, 5.1) | 2.43 (m) 2.32 (m) | 2.50–2.30 (m) | 2.50–2.31 (m) |
8-OH | 14.08 (s) | 14.06 (s) | 14.03 (s) | ||
8a | 3.02 (d, 18.0) 2.98 (d, 17.5) | 3.14 (d, 17.5) 3.03 (d, 17.5) | |||
11 | 1.22 (d, 6.6) | 1.24 (d, 7.0) | 0.98 (d, 6.3) | 1.04 (brd, 5.8) | 1.04 (d, 5.9) |
12 | 3.78 (s) | 2.72 (d, 11.8) 3.18 (d, 11.8) | 4.26 (d, 12.7) 4.14 (d, 12.7) | 4.53 (d, 13.0) 4.28 (d, 13.1) | 4.47 (d, 12.8) 4.16 (d, 12.8) |
14 | 1.86 (s) | 2.09 (s) | 2.08 (s) | ||
16 | 2.04 (s) | 2.08 (s) | 2.08 (s) | ||
1′ | 11.52 (s) | 11.36 (s) | 11.79 (s) | ||
2′ | 6.54 (d, 8.7) | 6.55 (d, 8.6) | |||
3′ | 7.36 (d, 8.8) | 7.30 (d, 8.5) | 7.38 (d, 8.5) | ||
4′ | 6.44 (d, 8.5) | ||||
5′ | 5.39 (brd, 1.3) | 5.33 (d, 1.9) | 5.54 (d, 1.5) | ||
6′ | 2.33 (m) | 2.27 (m) | 2.38 (m) | ||
7′ | 2.43 (m) 2.32 (m) | 2.50–2.30 (m) | 2.50–2.31 (m) | ||
8′-OH | 14.08 (s) | 14.01 (s) | 14.03 (s) | ||
11′ | 0.98 (d, 6.3) | 0.97 (d, 6.5) | 1.04 (d, 5.9) | ||
12′ | 4.26 (d, 12.7) 4.14 (d, 12.7) | 4.52 (d, 12.5) 3.84 (d, 12.8) | 4.47 (d, 12.8) 4.16 (d, 12.8) | ||
14′ | 1.86 (s) | 1.77 (s) | 2.08 (s) | ||
16′ | 2.04 (s) | 2.05 (s) | 2.08 (s) |
Atom numbering according to compounds 3–5 for better comparison;
CD3OD,
CDCl3;
see Supporting Information for NMR spectra. Assignments were supported by 2D HSQC and HMBC experiments