Table 1 1H-NMR (400 MHz) and 13C-NMR (100 MHz) spectroscopic data for 1, 2 and 18
From: Limonoids from the barks of Chukrasia tabularis and their anti-inflammatory activity
No. | 1a | 2b | 18b | |||
|---|---|---|---|---|---|---|
δH (J inHz) | δC | δH (J inHz) | δC | δH (J inHz) | δC | |
1 | 87.4 | 81.8 | 85.8 | |||
43.5 | ||||||
2 | 82.7 | 76.7 | 83.7 | |||
43.5 | ||||||
43.5 | ||||||
3 | 5.29 (s) | 87.4 | 5.27 (s) | 86.4 | 5.16 (s) | 84.7 |
77.3 | ||||||
43.5 | ||||||
4 | 45.2 | 44.1 | 46.5 | |||
5 | 2.69 (s) | 42.9 | 2.68 (s) | 43.3 | 2.16 (m) | 42.8 |
6a | 5.66 (s) | 70.6 | 4.71 (s) | 70.6 | 2.16 (m) | 34.1 |
6b | 2.46 (m) | |||||
7 | 171.7 | 173.6 | 175.0 | |||
8 | 77.6 | 76.7 | 91.4 | |||
9 | 90.5 | 89.4 | 77.7 | |||
10 | 44.3 | 44.1 | 55.1 | |||
11 | 4.09 (d, 4.3) | 74.5 | 4.07 (d, 6.1) | 75.6 | 5.62 (d, 4.2) | 72.9 |
12 | 4.71 (d, 4.3) | 66.5 | 5.14 (d, 6.1) | 65.5 | 5.16 (d, 4.2) | 73.9 |
13 | 33.6 | 32.6 | 41.0 | |||
14 | 31.1 | 30.1 | 3.34 (m) | 42.5 | ||
15a | 6.91 (s) | 69.9 | 6.90 (s) | 69.4 | 2.64 (m) | 36.3 |
15b | 1.82 (dd, 11.3, 2.0) | |||||
16 | 167.0 | 170.6 | ||||
17 | 6.34 (s) | 71.8 | 6.66 (s) | 73.5 | 2.46 (m) | 42.8 |
18a | 2.49 (m) | 16.2 | 2.50 (m) | 18.9 | 0.91 (s, 3H) | 16.8 |
18b | 1.43 (brd, 7.1) | 1.47 (brd, 6.1) | ||||
19a | 1.11 (s, 3H) | 15.5 | 1.09 (s,3H) | 15.2 | 4.58 (d, 12.8) | 67.0 |
19b | 4.49 (d, 12.8) | |||||
20 | 122.6 | 121.7 | 124.1 | |||
21 | 7.61 (brs) | 142.1 | 7.60 (brs) | 141.1 | 7.80 (brs) | 144.3 |
22 | 6.66 (brs) | 110.3 | 6.33 (brs) | 109.3 | 6.73 (d, 1.9) | 111.9 |
23 | 7.71 (brs) | 144.7 | 7.71 (brs) | 143.7 | 7.80 (brs) | 141.7 |
28 | 0.89 (s, 3H) | 15.1 | 0.88 (s, 3H) | 14.5 | 0.81 (s, 3H) | 18.8 |
29a | 2.16 (d, 11.6) | 39.7 | 2.15 (d, 11.4) | 41.9 | 2.15 (d, 13.7) | 45.4 |
29b | 1.77 (d, 11.6) | 1.75 (d, 11.4) | 1.99 (d, 13.7) | |||
30 | 5.15 (s) | 69.7 | 5.65 (s) | 69.1 | 4.77 (s) | 72.1 |
31 | 119.3 | 118.4 | 110.9 | |||
32 | 1.60 (s, 3H) | 19.3 | 1.58 (s, 3H) | 17.6 | 1.68 (s, 3H) | 21.3 |
7-OMe | 3.81 (s, 3H) | 54.4 | 3.81 (s, 3H) | 53.3 | ||
2-OAc | 169.6 | 171.9 | ||||
2.07 (s, 3H) | 21.3 | 2.00 (s, 3H) | 20.8 | |||
3-OAc | 171.7 | 168.3 | 171.4 | |||
2.15 (s, 3H) | 21.8 | 2.05 (s, 3H) | 20.8 | 2.16 (s, 3H) | 21.6 | |
6-OAc | 169.3 | |||||
2.22 (s, 3H) | 21.0 | |||||
11-OAc | 172.1 | |||||
2.15 (s, 3H) 11 (s, 3H) | 20.6 | |||||
12-OAc | 169.2 | 171.7 | ||||
2.14 (s, 3H) | 20.8 | 2.00 (s, 3H) | 19.5 | |||
15-OAc | 171.7 | 170.9 | ||||
2.05 (s, 3H) | 19.9 | 2.22 (s, 3H) | 19.9 | |||
1′ | 174.6 | 170.6 | 5.16 (m) | 73.1 | ||
2′ | 2.49 (m) | 33.6 | 2.53 (m) | 32.6 | 171.0 | |
3′ | 1.11 (d, 4.3, 3H) | 19.3 | 1.11 (d, 5.7, 3H) | 18.3 | ||
4′ | 1.22 (d, 4.3, 3H) | 19.3 | 1.60 (d, 5.7, 3H) | 18.3 | ||
1′-OAc | 170.9 | |||||
2.19 (s, 3H) | 19.5 | |||||
2′-OMe | 3.69 (s, 3H) | 52.2 | ||||