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. Author manuscript; available in PMC: 2014 Oct 1.
Published in final edited form as: Eur J Med Chem. 2013 Aug 11;68:473–481. doi: 10.1016/j.ejmech.2013.07.018

Table 1.

1H (400 MHz) and 13C (100 MHz) NMR data for 1–4 in CDCl3

No. 1
2
3
4
δ C δH (J in Hz) δ C δH (J in Hz) δ C δH (J in Hz) δ C δH (J in Hz)
1 53.3 d 1.49 m 51.3 d 2.25 m 51.5 d 2.23 m 135.5 d 5.14 dd (11.4, 4.0)
2 74.1 d 4.83 t (8.0) 75.1 d 5.20 t (3.9) 75.2 d 5.23 t (3.6) 25.9 t 2.25 m; 2.25 m
3 38.6 t 1.89 m; 1.70 m 48.1 t 1.95 m; 1.88 m 48.0 t 1.92 m; 1.90 m 39.6 t 2.35 m; 2.15 m
4 80.6 d 3.49 t (8.7) 78.7 s 78.8 s 143.3 s
5 44.9 s 51.9 d 1.72 m 52.0 d 1.70 m 128.0 d 4.86 d (9.3)
6 37.0 t 1.41 dd (14.8, 5.1); 1.10 m 28.1 t 1.88 m; 1.17 m 28.5 t 1.85 m; 1.12 m 72.9 d 5.08 dd (9.3, 7.3)
7 48.4 d 2.85 m 50.9 d 2.40 t (10.0) 50.0 d 2.47 t (10.5) 51.5 d 2.65 m
8 83.0 d 4.28 m 80.1 d 4.43 dd (10.0, 2.0) 83.7 d 4.56 dd (10.5, 2.0) 68.9 d 4.63 d (2.9)
9 44.8 t 2.39 m; 1.27 m 128.0 d 5.79 d (2.0) 127.1 d 5.83 d (2.0) 45.8 t 2.83 m; 2.42 dd (14.1, 1.7)
10 28.6 d 1.89 m 135.3 s 136.2 s 134.3 s
11 58.1 s 55.9 s 57.9 s 55.9 s
12 184.8 s 176.5 s 184.7 s 182.4 s
13 33.1 t 2.22 dd (12.6, 3.3); 2.04 m 31.1 t 2.18 m; 2.00 m 32.5 t 2.22 m; 2.00 m 34.7 t 2.35 m; 1.72 m
14 19.6 q 0.94 d (6.6) 22.6 q 1.76 s 22.6 q 1.79 s 60.6 t 4.25 d (11.5); 3.87 d (11.5)
15 18.8 q 0.84 s 25.1 q 1.10 s 25.1 q 1.10 s 17.5 q 1.68 d (0.8)
1′ 69.5 s 67.8 s 69.3 s 72.3 s
2′ 85.6 d 3.42 d (9.8) 82.4 d 4.54 s 85.5 d 3.45 d (9.1) 83.6 d 4.47 s
3′ 52.6 d 2.62 br s 48.1 d 2.69 s 52.2 d 2.62 br s 48.9 d 2.73 m
4′ 140.1 s 138.7 s 139.7 s 139.3 s
5′ 133.9 s 134.8 s 134.4 s 132.8 s
6′ 25.5 t 2.85 m; 2.22 dd (12.6, 3.3) 25.7 t 3.03 dd (16.4, 1.8); 2.18 m 25.8 t 2.96 br d (16.6); 2.15 m 26.2 t 3.04 dd (16.2, 2.6); 1.95 m
7′ 45.1 d 2.85 m 44.6 d 2.64 m 44.5 d 2.64 m 45.5 d 2.60 m
8′ 81.0 d 4.28 m 81.6 d 4.26 ddd (13.4, 12.1, 3.3) 81.5 d 4.27 ddd (13.0, 12.0, 3.4) 81.0 d 4.06 ddd (12.0, 9.0, 2.6)
9′ 36.7 t 2.39 m; 2.04 m 35.6 t 2.30 m; 2.00 m 36.3 t 2.35 m; 2.05 m 35.4 t 2.20 m; 1.90 m
10′ 26.7 d 2.85 m 25.2 d 3.21 m 26.4 d 2.87 m 26.1 d 2.58 m
11′ 139.7 s 139.2 s 139.4 s 140.1 s
12′ 169.4 s 169.9 s 169.8 s 170.2 s
13′ 118.9 t 6.25 d (3.1); 5.60 d (2.8) 119.7 t 6.20 d (3.2); 5.55 d (2.9) 119.6 t 6.21 d (3.3); 5.55 d (3.0) 118.4 t 6.11 d (3.3); 5.44 d (3.1)
14′ 18.9 q 1.21 d (7.1) 18.7 q 1.07 d (7.2) 18.9 q 1.20 d (7.2) 18.6 q 1.05 d (8.3)
15′ 13.7 q 1.76 s 13.7 q 1.81 d (1.5) 13.7 q 1.78 s 13.5 q 1.83 d (1.6)
2-OAc 170.7 s 170.4 s 170.3 s
21.1 q 2.01 s 21.5 q 2.04 s 21.5 q 2.04 s
2′-OH 6.34 d (9.8) 6.18 d (9.3)
2′-OAc 170.6 s 169.5 s
21.2 q 2.09 s 21.3 q 2.06 s