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. 2018 Feb 13;23(2):410. doi: 10.3390/molecules23020410

Table 2.

1H and 13C NMR data a of diterpenes 14.

Position Chemical Shift in ppm
1H (coupling constant J in Hz) 13C
1 b 2 b 3 + 4 c 1 b 2 b 3 + 4 c
1 6.47 br d (1.2), 1H 6.47 d (1.0), 1H 6.91 d (1.2), 1H 127.8 129.1 129.0
2 - - - 185.8 185.7 187.2
3 6.78 d (1.3), 1H 6.78 d (1.0), 1H 6.80 d (1.2), 1H 131.4 130.9 131.7
4 - - - 150.7 151.3 152.4
5 - - - 53.5 55.1 54.3
6 1.45 ddd (3.7, 13.3, 17.5), 1H 1.44 ddd (9.3, 13.5, 17.7), 1H 1.51 ddd (4.0, 13.5, 17.5), 1H 33.1 33.2 33.9
3.11 dt (3.0, 6.1), 1H 3.12 dt (3.3, 13.3), 1H 3.00 m, 1H
7 1.71 m, 1H 1.65 m, 1H 1.66 m, 1H 26.5 27.2 27.5
2.78 m, 1H 2.49 ddd (4.2, 13.9, 17.1), 1H 2.66 m, 1H
8 1.75 m, 1H 1.78 m, 1H 1.82 m, 1H 39.7 43.7 40.0
9 - - - 55.0 53.6 55.9
10 - - - 155.4 155.7 156.2
11 2.78 m, 1H 2.69 dd (8.2, 14.3), 1H 2.80 m, 1H 38.9 39.2 36.9
2.65 dd (11.1, 14.5), 1H 2.94 dd (6.3, 14.2), 1H 2.93 m, 1H
12 5.55 dd (5.2, 11.1), 1H 5.57 t (7.0), 1H 5.72 dd (5.5, 11.1), 1H 71.3 72.0 72.4
13 - - - 123.5 125.0 135.0
14 6.45 m, 1H 6.41 m, 1H 7.40 and 7.39 br s, 1H 108.1 107.8 149.8
15 7.47 br t (1.5, 3.1), 1H 7.49 br d (1.6), 1H 6.20 and 6.18 br s, 1H 144.4 144.6 99.3
16 7.54 br s, 1H 7.45 m, 1H - 140.5 139.7 170.9
17 1.17 d (6.4), 3H 1.23 d (6.7), 3H 1.15 d (5.8), 3H 16.9 17.7 17.1
18 - - - 165.3 165.5 166.7
18-OMe 3.84 s, 3H 3.84 s, 3H 3.71 s, 3H 53.0 52.9 53.3
19 - - - 166.3 166.7 168.4
19-OMe 3.65 s, 3H 3.71 s, 3H 3.60 s, 3H 53.2 53.1 53.7
20 - - - 172.2 173.1 174.0

a All assignments were confirmed unequivocally as based on COSY, HSQC, HMBC and NOESY experiments; Spectra obtained in: b CDCl3 (300 MHz for 1H and 75 MHz for 13C NMR, respectively) and c CD3OD (600 MHz for 1H and 150 MHz for 13C NMR, respectively).