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. 2011 Mar 17;16(3):2527–2541. doi: 10.3390/molecules16032527

Table 1.

1H NMR Data of Compounds 1-4 (CD3OD, 600 MHz in methanol-d4). a

1 2 4 3
Position δH δH δH Position δH
1 - - - 1 -
2 6.26 br s 6.28 br s 6.18 br s 2 6.16 br s
3 - - - 3 -
4 6.32 br s 6.33 br s 6.26 br s 4 6.28 br s
5 - - - 5 -
6 - - - 6 -
7 3.16 t J = 6.0 3.18 t J = 6.0 3.20 t J = 6.0 7 3.18 t J = 6.0
8 2.79 m 2.80 m 2.80 m 8 2.86 m
9 - - - 9 -
10,14 7.11 d J = 8.5 7.12 d J = 8.5 7.10 d J = 8.5 10,14 7.14 d J = 8.5
11,13 6.82 d J = 8.5 6.82 d J = 8.5 6.83 d J = 8.5 11,13 6.83 d J = 8.5
12 - - - 12 -
-OMe 3.80 s 3.81 s 3.74 s -OMe 3.76 s
COOH - - - COOH -
MeCO- 1.95 s - MeCO-
MeCO- - - MeCO-
1’ - 1’ -
2’ 6.16 br s 2’ 6.18 br s
3’ - 3’ -
4’ 6.28 br s 4’ 6.26 br s
5’ - 5’ -
6’ - 6’ 6.24 br s
7’ 3.18 t J = 6.0 7’ 3.20 t J = 6.0
8’ 2.86 m 8’ 2.82 m
9’ - 9’ -
10’, 14’ 7.15 d J = 8.5 10’, 14’ 7.09 d J = 8.5
11’, 13’ 6.83 d J = 8.5 11’,13’ 6.81 d J = 8.5
12’ - 12’ -
-OMe 3.76 s -OMe 3.76 s
COOH -
1’’ -
2’’ 6.14 br s
3’’ -
4’’ 6.23 br s
5’’ -
6’’ -
7’’ 3.18 t J = 6.0
8’’ 2.80 m
9’’ -
10’’, 13’’ 7.08 d J = 8.5
11’’, 14’’ 6.85d J = 8.5
12’’ -
-OMe 3.77 s
-OMe 3.76 s
COOH -

a J values are in parentheses and reported in Hz; chemical shifts are given in ppm; assignments were confirmed by DQF-COSY, 1D-TOCSY, HSQC, and HMBC experiments.