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. 2017 Oct 17;22(10):1751. doi: 10.3390/molecules22101751

Table 1.

NMR spectral data of 12 (CDCl3, 600 and 150 MHz).

No. 1 2 Caesalsappanin H
δC, Type δH (J in Hz) δC, Type δH (J in Hz) δC, Type
1 30.2 CH2 1.69–1.72 (m) 37.7 CH2 1.28–1.30 (m) 37.8 CH2
2.17–2.21 (m) 2.07–2.09 (m)
2 19.3 CH2 1.38–1.41 (m) 20.6 CH2 1.58–1.60 (m) 20.6 CH2
2.59–2.63 (m) 2.23–2.25 (m)
3 33.1 CH2 1.28–1.32 (m) 28.5 CH2 1.82–1.83 (m) 28.6 CH2
1.89–1.93 (m) 2.25–2.30 (m)
4 44.1 C 50.3 C 50.4 C
5 47.0 CH 1.73 (m) 47.2 CH 1.68–1.71 (m) 47.2 CH
6 25.6 CH2 1.18–1.20 (m) 24.2 CH2 1.19–1.21 (m) 24.2 CH2
1.39–1.42 (m) 2.00–2.02 (m)
7 29.1 CH2 1.69–1.72 (m) 29.5 CH2 1.25–1.28(m) 29.5 CH2
2.19–2.23 (m) 1.60–1.62 (m)
8 43.4 CH 1.49 (m) 41.5 CH 2.19–2.21 (m) 41.1 CH
9 42.2 CH 1.78 (m) 41.3 CH 1.51–1.53 (m) 41.3 CH
10 49.8 C 38.6 C 38.7 C
11 37.2 CH2 1.68–1.70 (m) 38.0 CH2 1.36–1.38 (m) 38.1 CH2
2.75 (dd, 12.0,2.4) 2.51–2.53 (m)
12 107.4 C 105.5 C 105.9 C
13 171.0 C 173.4 C 173.7 C
14 37.0 CH 2.99 (qd, 7.2, 2.4) 37.1 CH 2.91 (qd, 7.2, 2.4) 37.1 CH
15 115.9 CH 5.86 (s) 113.5 CH 5.69 (s) 113.8 CH
16 169.9 C 170.7 C 170.7 C
17 12.2 CH3 1.14 (d, 7.2) 12.0 CH3 1.13 (d, 7.2) 12.1 CH3
18 175.3 C 175.6 C 175.5 C
19 162.6 CH 7.53, s 90.1 CH 5.60 (s) 90.1 CH
20 91.2 CH 5.07 (d, 2.4) 104.2 CH 4.49 (s) 105.4 CH
59.3, CH2 3.30 (m)
3.58 (m)
OCH2CH3-12 15.0, CH3 1.21 (t, 7.2)
OCH3-18 52.2 3.74 (s) 52.0 3.71 (s) 51.7
OCH3-20 57.1 3.72 (s) 55.7
OCH2CH2CH2CH3-20 67.8 3.22 (ddd, 9.6, 6.0, 3.0) 3.80 (ddd, 9.6, 6.0, 3.0)
OCH2CH2CH2CH3-20 31.9 1.32 (m)
1.47 (m)
OCH2CH2CH2CH3-20 20.0 1.28 (m)
1.43 (m)
OCH2CH2CH2CH3-20 13.7 1.87 (t, 7.2)