Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis
Abstract
:1. Introduction
2. Results and Discussion
3. Experimental Section
3.1. General Procedures
3.2. Plant Material
3.3. Extraction and Isolation
3.4. Bioassay of AChE Inhibitory Activity
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Proton | 1 | 2 | 3 | 4 |
---|---|---|---|---|
3 | 5.11 (s) | 5.23 (s) | 5.03 (s) | 5.11 (s) |
5 | 3.38 (dd, 10.0, 2.3) | 3.38 (d, 1.4, 9.3) | 3.51 (d, 10.1) | 3.08 (dd, 10.9, 8.0) |
6a | 2.31 (m) | 2.43 (m) | 2.51 (dd,17.3, 10.3) | 2.63 (m) |
6b | 2.42 (m) | 2.43 (m) | 2.40 (d, 17.3) | 2.61 (m) |
9 | 2.41 (m) | 1.94 (m) | 2.24 (m) | 2.32 (m) |
11α | 1.77 (m) | 1.80 (m) | 1.66 (dd, 4.0, 13.2) | 1.72 (m) |
11β | 1.90 (m) | 1.97 (m) | 2.02 (m) | 1.79 (m) |
12α | 1.14 (m) | 1.24 (m) | 1.41 (m) | 1.50 (m) |
12β | 1.85 (m) | 1.94 (m) | 1.61 (m) | 1.69 (m) |
14 | 1.60 (dd, 13.4, 5.1) | 2.22 (m) | 2.27 (m) | |
15α | 3.38 (m) | 2.84 (dd, 18.7, 6.1) | 2.85 (m) | |
15β | 6.55 (s) | 2.78 (dd, 16.2, 5.1) | 2.77 (d, 18.7) | 2.85 (m) |
17 | 5.68 (s) | 5.17 (s) | 5.56 (s) | 5.37 (s) |
18 | 1.11 (s) | 0.99 (s) | 1.09 (s) | 1.02 (s) |
19 | 1.28 (s) | 1.20 (s) | 1.27 (s) | 1.24 (s) |
21 | 7.65 (s) | 7.49 (s) | 7.81 (s) | 7.46 (br s) |
22 | 6.52 (s) | 6.43 (d, 1.0) | 6.46 (s) | 6.36 (br s) |
23 | 7.42 (br s) | 7.42 (t, 1.6) | 7.43 (s) | 7.45 (br s) |
28 | 0.74 (s) | 0.86 (s) | 0.93 (s) | 1.03 (3H, s) |
29a | 0.78 (s) | 3.87 (d, 10.8) | 3.95 (d, 10.6) | 3.92 (d, 11.8) |
29b | 3.73 (d, 10.8) | 3.73 (d, 10.6) | 4.24 (d, 11.8) | |
30 | 5.76 (s) | 3.42 (s) | 5.31 (s) | 5.40 (s) |
MeO-7 | 3.74 (s) | 3.76 (s) | 3.77 (s) | |
3′ | 6.82 (q, 6.8) | 7.00 (dq, 7.0, 1.3) | 6.94 (q, 7.0) | 6.86 (q, 6.9) |
4′ | 1.80 (d, 6.8) | 1.89 (d, 7.0) | 1.72 (d, 7.0) | 1.77 (d, 6.9) |
5′ | 2.03 (s) | 1.93 (s) | 1.82 (s) | 1.84 (s) |
2′′ | 2.18 (m) | |||
3′′ | 1.77 (m) | |||
1.49 (m) | ||||
4′′ | 0.94 (t, 7.5) | |||
5′′ | 1.17 (d, 6.8) | |||
OAc-15 | 1.96 (s) | |||
OAc-29 | 1.93 (s) | 1.95 (s) | ||
OH-2 | 4.06 (s) | 4.17 (s) | 4.12 (s) |
Carbon | 1 | 2 | 3 | 4 |
---|---|---|---|---|
1 | 213.0 | 212.5 | 214.2 | 213.6 |
2 | 79.3 | 78.4 | 77.3 | 77.1 |
3 | 85.8 | 82.3 | 82.0 | 82.9 |
4 | 39.9 | 42.9 | 42.1 | 37.1 |
5 | 41.4 | 40.3 | 39.6 | 38.7 |
6 | 33.2 | 33.6 | 32.4 | 31.5 |
7 | 174.3 | 173.5 | 173.4 | 169.8 |
8 | 133.0 | 63.1 | 137.4 | 137.4 |
9 | 47.9 | 55.3 | 56.8 | 56.4 |
10 | 52.0 | 48.9 | 49.2 | 48.5 |
11 | 18.6 | 19.5 | 20.6 | 21.5 |
12 | 28.8 | 33.4 | 34.4 | 34.1 |
13 | 39.3 | 36.4 | 37.0 | 36.9 |
14 | 139.8 | 45.4 | 45.1 | 44.9 |
15 | 64.3 | 32.7 | 29.7 | 29.6 |
16 | 167.8 | 171.3 | 168.6 | 168.3 |
17 | 80.4 | 78.8 | 76.5 | 76.9 |
18 | 17.4 | 26.0 | 21.7 | 21.5 |
19 | 17.3 | 16.6 | 16.1 | 15.9 |
20 | 120.8 | 120.2 | 120.6 | 120.8 |
21 | 142.3. | 141.1 | 142.1 | 141.2 |
22 | 110.1 | 110.3 | 109.8 | 109.4 |
23 | 143.1 | 143.3 | 143.3 | 143.6 |
28 | 23.7 | 14.9 | 14.9 | 16.4 |
29 | 19.5 | 66.5 | 66.7 | 73.7 |
30 | 74.2 | 67.4 | 129.0 | 128.5 |
MeO-7 | 52.5 | 52.8 | 52.7 | |
1′ | 167.3 | 166.3 | 167.0 | 166.9 |
2′ | 131.0 | 127.6 | 127.3 | 127.1 |
3′ | 137.4 | 140.4 | 140.5 | 140.5 |
4′ | 14.6 | 12.6 | 14.8 | 14.9 |
5′ | 12.9 | 15.8 | 11.6 | 12.2 |
1′′ | 174.2 | |||
2′′ | 40.5 | |||
3′′ | 26.6 | |||
4′′ | 11.5 | |||
5′′ | 14.5 | |||
OAc-15 | 168.2 | |||
21.0 | ||||
OAc-29 | 170.5 | 170.6 | ||
20.6 | 20.7 |
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Share and Cite
Liu, S.-B.; Mei, W.-L.; Chen, H.-Q.; Guo, Z.-K.; Dai, H.-F.; Wang, Z.-N. Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis. Molecules 2016, 21, 1152. https://doi.org/10.3390/molecules21091152
Liu S-B, Mei W-L, Chen H-Q, Guo Z-K, Dai H-F, Wang Z-N. Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis. Molecules. 2016; 21(9):1152. https://doi.org/10.3390/molecules21091152
Chicago/Turabian StyleLiu, Shou-Bai, Wen-Li Mei, Hui-Qin Chen, Zhi-Kai Guo, Hao-Fu Dai, and Zhu-Nian Wang. 2016. "Mexicanolide-Type Limonoids from the Roots of Trichilia sinensis" Molecules 21, no. 9: 1152. https://doi.org/10.3390/molecules21091152