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. 2016 Oct 19;14(10):189. doi: 10.3390/md14100189

Table 2.

1H NMR spectroscopic data (600 MHz, pyridine-d5) for hesperusides A-C (13) 1 (δ in ppm, J in Hz).

Position 1 2 3
1 2.06 m; 1.50 m 2.06 m; 1.50 m 1.52 m; 1.32 m
2 1.85 m; 2.02 m 1.88 m; 2.02 m 1.80 m; 1.21 m
3 4.52 m 4.50 m 4.31 m
4 1.92 m; 2.48 t (14.6, 16.1) 1.92 m; 2.48 t (16.3, 16.3) 1.90 m; 2.31 m
5 2.91 brd (15.0) 2.94 brd (16.2) 2.79 brd (13.0)
6 4.34 m 4.33 m 4.66 m
7 4.96 d (2.2) 4.96 m 3.71 d (2.4)
8
9 2.80 brt (8.9) 2.80 brt (8.6) 2.64 m
10
11 1.75 m; 1.74 m 1.76 m; 1.74 m 1.52 m; 1.62 m
12 1.38 m; 1.86 m 1.48 m; 1.96 m 1.32 m; 1.79 m
13
14
15 3.10 m; 3.21 m 3.06 m; 3.27 m 2.90 m; 3.10 m
16 4.79 m 4.78 m 4.79 m
17 1.72 d (9.9) 1.72 d (9.9) 1.60 dd (9.6, 2.5)
18 1.06 s 1.06 s 0.91 s
19 1.32 s 1.32 s 1.23 s
20 2.57 m 1.76 m 1.71 m
21 1.24 d (7.9) 1.09 d (7.2) 0.78 d (7.0)
22 6.15 m 1.86 m; 1.60 m 1.38 m
23 5.45 m 1.50 m; 1.26 m 1.90 m; 2.31 m
24 2.09 m 1.27 m
25 1.68 m 1.58 m 2.42 m
26 0.96 d (5.1) 0.92 d (7.6) 1.11 d (7.6)
27 0.98 d (5.1) 0.92 d (7.6) 1.11 d (7.6)
28 4.75 s; 4.77 s
MeGalf
1′ 5.80 d (3.2) 5.81 d (1.1) 5.61 d (3.2)
2′ 4.76 m 4.73 m 4.56 m
3′ 4.87 m 4.86 m 4.87 m
4′ 4.70 m 4.69 m 4.54 m
5′ 4.48 m 4.46 m 4.48 m
6′ 4.03 m 4.00 m 3.80 m
6′-OCH3 3.45 s 3.44 s 3.29 s
MeGalp
1′′ 4.80 d (7.7) 4.81 d (7.6) 4.70 d (7.7)
2′′ 3.94 m 3.93 m 3.94 m
3′′ 3.76 t 3.74 t 3.58 t
4′′ 4.15 m 4.09 m 4.15 m
5′′ 3.89 m 3.89 m 3.89 m
6′′ 4.37 m; 4.53 m 4.34 m; 4.53 m 4.32 m; 4.73 m
3′′-OCH3 3.91 s 3.90 s 3.72 s

1 Assignments aided by 1H–1H COSY, TOCSY, HMQC, HMBC, and NOESY experiments.