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Table 2 1H (500 MHz, MeOD) and 13C (150 MHz, MeOD) data of HOP1, HOP2 and HOP3

From: Cycloartanes from Oxyanthus pallidus and derivatives with analgesic activities

Positions HOP1 HOP2 HOP3
δC δH (mult, J(Hz) δC δH (mult, J(Hz) δC δH (mult, J (Hz)
1 30.4 1.40 (1H, m, Hβ), 1.60 (1H, m, Hα) 29.1 1.62 (1H, m, Hβ), 1.72 (1H, m, Hα) 29.1 1.62 (1H, m, Hβ), 1.72 (1H, m, Hα)
2 29.1 1.62 (1H, m, Hα), 1.73 (1H, m, Hβ) 27.0 1.43 (1H, m, Hα), 1.62 (1H, m, Hβ) 27.0 1.43 (1H, m, Hα), 1.62 (1H, m, Hβ)
3 77.8 3.22 (dd, 4.4, 11.1) 77.8 3.23 (dd, 4.2, 10.9) 77.8 3.23 (dd, 4.2, 10.9)
4 39.8 / 39.8 / 39.8 /
5 44.3 1.42 (dd, 3.9, 13.3) 44.2 1.45 (dd, 3.9, 13.1) 44.2 1.45 (dd, 3.9, 13.1)
6 28.1 1.08 (1H, m, Hα), 2.13 (1H, m, Hβ) 28.1 1.10 (1H, m, Hα), 2.13 (1H, m, Hβ) 28.1 1.10 (1H, m, Hα), 2.13 (1H, m, Hβ)
7 80.0 3.63 (ddd (4,0, 7.63, 12.6) 80.0 3.63 (ddd (4,0, 7.1, 12.7) 80.0 3.63 (ddd (4,0, 7.1, 12.7)
8 50.2 2.09 (1H, d, 7.63) 50.0 2.11 (1H, d, 6.0) 50.0 2.11 (1H, d, 6.0)
9 20.1 / 20.2 / 20.2 /
10 26.4 / 26.4 / 26.4 /
11 26.5 1.33 (1H, m, Hα), 1.90 (1H, m, Hβ) 30.3 1.42 (1H, m, Hα), 1.62 (1H, m, Hβ) 30.3 1.42 (1H, m, Hα), 1.62 (1H, m, Hβ)
12 32.3 1.60 (1H, m, Hα), 1.68 (1H, m, Hβ) 32.4 1.60 (1H, m, Hα), 1.69 (1H, m, Hβ) 32.4 1.60 (1H, m, Hα), 1.69 (1H, m, Hβ)
13 46.4 / 46.4 / 46.4 /
14 45.3 / 45.3 / 45.3 /
15 46.6 1.64 (1H, dd, 5.0, 7.5, Hβ), 2.33 (1H, dd, 5.0 7.5, Hα) 46.4 1.63 (1H, dd, 5.2, 7.6, Hβ), 2.31 (1H, dd, 5.2, 7.6, Hα) 46.4 1.63 (1H, dd, 5.2, 7.6, Hβ), 2.31 (1H, dd, 5.2, 7.6, Hα)
16 71.9 4.46 (1H, ddd, 5.0, 7.6, 7.8) 72.3 4.43 (1H, ddd, 5.2, 7.6, 7.9) 72.3 4.43 (1H, ddd, 5.2, 7.6, 7.9)
17 56.0 1.62 (1H, dd, 7.7, 12.2) 56.0 1.64 (1H, dd, 7.9, 12.4) 56.0 1.64 (1H, dd, 7.9, 12.4)
18 16.2 1.18 (3H, s) 16.1 1.20 (3H, s) 16.1 1.20 (3H, s)
19 24.9 0.20 (1H, d, 4.5, Hα) 0.85 (1H, d, 4.5, Hβ) 24.7 0.18 (1H, d, 4.6, Hα), 0.87 (1H, d, 4.6, Hβ) 24.7 0.18 (1H, d, 4.6, Hα), 0.87 (1H, d, 4.6, Hβ)
20 29.7 1.72 (1H, m) 28.5 1.95 (1H, m) 28.5 1.91 (1H, m)
21 17.0 0.97 (1H, d, 7.6) 17.2 0.97 (1H, d, 7.6) 17.2 0.97 (1H, d, 7.6)
22 32.9 2.78 (1H, m, Hα), 2.86 (1H, m, Hβ) 32.4 1.22 (1H, m, Hα), 1.81 (1H, m, Hβ) 32.4 1.82 (1H, m, Hα), 1.01 (1H, m, Hβ)
23 29.5 1.21 (1H, m, Hα), 1.97 (1H, m, Hβ) 30.3 1.42 (1H, m, Hα), 1.62 (1H, m, Hβ) 31.3 2.12 (1H, m, Hα), 1.12 (1H, m, Hβ)
24 218.1 / 77.0 3.36 (1H, dd, 5.1, 12.0) 79.5 3.46 (1H, dd, 5.1, 12.0)
25 76.5 / 71.9 / 71.9 /
26 25.4 1.32 (3H, s) 25.4 1.32 (3H, s) 25.4 1.32 (3H, s)
27 24.8 1.00 (3H, s) 24.0 1.18 (3H, s) 24.5 1.18 (3H, s)
28 24.9 1.00 (3H, s) 24.9 1.00 (3H, s) 24.9 1.00 (3H, s)
29 12.2 0.82 (3H, s) 12.8 0.82 (3H, s) 12.8 0.82 (3H, s)
30 18.5 0.96 (3H, s) 18.5 0.94 (3H, s) 18.5 0.94 (3H, s)
1’ 102.6 4.36 (1H, d, 7.8) 102.6 4.35 (1H, d, 7.7) 102.5 4.35 (1H, d, 7.7)
2’ 73.9 3.18 (1H, dd, 7.8, 8.8) 73.9 3.18 (1H, dd, 7.7, 8.7) 73.9 3.18 (1H, dd, 7.7, 8.7)
3’ 76.9 3.37 (1H, dd, 8.5, 8.8) 76.9 3.40 (1H, dd, 8.7, 9.0) 76.9 3.40 (1H, dd, 8.7, 9.0)
4’ 70.2 3.28 (1H, dd, 8.5, 9.0) 70.2 3.27 (1H, dd, 9.0, 9.2) 70.2 3.27 (1H, dd, 9.0, 9.2)
5’ 73.7 3.48 (1H, m) 73.7 3.48 (1H, m) 73.7 3.48 (1H, m)
6’ 63.9 4.11 (1H, dd, 2.1, 11.9), 4.48 (1H, dd, 2.1, 11.9) 63.9 4.11 (1H, dd, 2.0, 12.0), 4.48 (1H, dd, 2.0, 12) 63.9 4.11 (1H, dd, 2.0, 12.0), 4.48 (1H, dd, 2.0, 12)