Skip to main content
. Author manuscript; available in PMC: 2011 Sep 24.
Published in final edited form as: J Nat Prod. 2010 Sep 24;73(9):1524–1528. doi: 10.1021/np100351p

Table 2.

1H NMR Signals of Compounds 1-6 (in C5D5N, δ in ppm and J in Hz)a.

C 1 2 3 4 5 6
1 3.71 dd (11.7, 3.8) 3.76 dd (12.5, 3.0) 3.76 dd (11.7, 3.8) 3.78 dd (11.7, 2.6) 3.77 dd (11.0, 3.5) 3.87 dd (11.5, 3.5)
2 2.78 br d (11.7) 2.72 m 2.64 br d (11.7) 2.66 m 2.66 m 2.82 br d (11.5)
2.37 br d (11.7) 2.33 br d (12.5) 2.28 br d (11.7) 2.32 br d (11.7) 2.02 q-like (11.9) 2.16 br d (11.7)
3 3.86 m 3.77 m 3.84 m 3.85 m 3.82 m 3.85 m
4 2.21 br d (12.1) 2.74 br d (9.0) 2.51 dd (12.0, 4.8) 2.56 br d (12.1) 2.70 dd (11.5, 3.7) 2.60 dd (11.8, 4.4)
2.68 m 2.67 m 2.74 br d (12,0) 2.66 m 2.59 q-like (11.5) 2.69 br d (11.8)
6 5.94 s 5.59 br d (5.5) 6.03 br d (5.2) 5.55 br d (5.2) 6.02 br d (6.5) 5.57 br d (5.2)
7 - 1.68 m, 1.52 m 4.00 br s 1.83 m,1.67 dd (11.9, 7.9) 4.02 br s 1.48 m, 1.88 dd (11.9, 4.7)
8 2.49 dd (4.5, 5.0) 1.75 m 2.18 m 1.49 m 2.09 m 1.72 m
9 1.88 m 1.46 m 2.06 m 1.47 m 2.06 m 1.46 m
11 1.68 m, 2.97 brd (10.6) 1.52 m, 2.87 br d (11.5) 1.74 m, 2.95 br d (10.6) 1.51 m, 2.86 br d (10.8) 1.50 m, 2.84 br d (11.5) 1.55 m, 2.88 br d (11.5)
12 1.52 m, 1.06 m 1.40 m, 1.21 ddd (11.5, 11.5, 3.6) 1.40 m, 1.28 ddd (10.6, 10.6, 4.0) 1.38 m, 1.20 ddd (11.8, 11.8, 3.6) 1.43 m, 1.17 m 1.69 m, 1.42 m
14 1.60 m 1.06 dd (7.0, 12.1) 1.68 dd (6.8, 12.1) 1.34 m 1.68 m 1.06 m
15 3.24 m, 1.65 m 1.46 m, 1.97 dd (8.0, 12.1) 2.50 m, 1.51 ddd (12.5, 6.8, 8.6) 1.98 m,1.38 m 2.64 m, 1.54 m 1.46 m, 1.99 ddd (6.7, 12.0, 7.3)
16 4.50 q-like (8.6) 4.47 q-like (9.0) 4.59 q-like (8.6) 4.46 q-like (8.5) 4.54 q-like (7.0) 4.49 q-like (7.3)
17 1.67 m 1.67 m 1.64 m 1.66 m 1.79 dd (7.0, 6.5) 1.70 m
18 0.80 s 0.81 s 0.88 s 0.80 s 0.90 s 0.81 s
19 1.51 s 1.46 s 1.44 s 1.40 s 1.17 s 1.40 s
20 2.11 t-like (6.8) 2.19 t-like (7.0) 1.91 t-like (6.5) 2.05 t-like (12.0) 2.12 m 1.91 t-like (6.8)
21 1.06 d (7.0) 1.02 d (7.0) 1.00 d (7.0) 1.03 d (6.8) 1.07 d (7.0) 1.05 d (7.0)
23 1.85 m, 1.41 m 2.67 m, 2.21 m 1.68 m, 1.60 m 1.98 dd (10.5, 12.3), 2.40 dd (6.3, 12.3) 2.12 m, 1.87 m 1.99 m, 1.85 m
24 1.41 m, 1.31 m 2.21 m, 1.88 m 2.60 m, 2.18 m 5.00 dd (6.3, 10.5) 1.43 m, 1.24 m 1.49 m, 1.33 m
25 1.48 m - - - 1.30 m 1.50 m
26 4.00 br d (11.5) 4.41 br d (12.0) 4.37 br d (12.0) 4.47 br d (11.5) 3.98 br d (10.5) 4.04 br d (11.5)
3.32 d (11.5) 3.98 d (12.0) 3.94 d (12.0) 4.24 dd (11.5, 3.3) 3.28 d (10.5) 3.66 d (11.5)
27 1.03 d (6.3) 4.78 brs 4.77 br s 5.64 br s, 5.20 br s 1.04 d (7.0) 1.03 d (6.3)
Ara-1′ 4.64 d (7.5) 4.63 d (7.5) 4.59 d, 7.5 4.72 d (7.5) 4.57 d (7.0) 4.77 d (7.5)
 2′ 4.52 dd (9.2, 7.5) 4.51 dd (9.0, 7.5) 4.63 dd (8.2, 7.5) 4.61 dd (9.3, 7.5) 4.32 dd (9.0, 7.0) 4.56 dd (8.2, 7.5)
 3′ 4.23 dd (9.2, 3.6) 4.24 dd (9.0 3.5) 4.22 dd (8.2, 4.5) 4.21 dd (9.3, 3.5) 4.20 dd (9.0, 3.0) 4.19 dd (8.2, 3.5)
 4′ 5.32 m 5.29 m 5.27 m 5.27 m 5.48 br s 4.46 br d (3.1)
 5′ 4.65 dd (2.0, 12.0) 4.72 dd (12.0, 2.5) 4.63 m 4.64 dd (11.5, 2.1) 4.76 dd (12.0, 2.2) 4.29 br d (12.3)
3.71 brd (12.0) 3.69 br d (12.0) 3.58 br d (12.5) 3.68 br d (11.5) 3.63 d (12.0) 3.71 dd (12.3, 3.1)
Rha-
1′′
-    Xyl-1′′
6.29 brs 6.22 brs 6.27 br s 6.30 br s 5.30 d (7.5)
 2′′ 4.65 m 4.61 m 4.71 br d (3.0) 4.67 br d (3.5) -    2′′ 4.01dd (7.5, 8.2)
 3′′ 4.61 m 4.64 dd (3.5, 9.1) 4.63 dd (3.0, 9.0) 4.63 dd (3.5, 10.1) -    3′′ 4.22 dd (3.5, 10.1)
 4′′ 4.54 dd (8.4, 8.4) 4.31 dd (9.1, 9.1) 4.35 dd (9.0, 9.0) 4.21 m -    4′′ 4.15 m
 5′′ 4.80 m 4.77 m 4.83 dq (9.0, 6.0) 4.80 dq (10.1, 6.0) -    5′′ 4.35 dd (11.0, 4.6)
 6′′ 1.75 d (6.0) 1.71 d (6.0) 1.75 d (6.0) 1.72 d (6.4) - 3.75 dd (11.0, 5.6)
a

Assignments were based on DEPT, HMQC, and HMBC experiments.