Three New Cycloartenol Triterpenoid Saponins from the Roots of Cimicifuga simplex Wormsk
Abstract
:1. Introduction
2. Results and Discussion
H/C | 1 | 2 | 3 | |||
---|---|---|---|---|---|---|
1 | 1.25 (m),1.80 (m) | 30.3 | 1.24 (m), 1.77 (m) | 30.4 | 1.25 (m), 1.60 (m) | 30.3 |
2 | 2.43 (m),1.94 (m) | 29.5 | 2.43 (dd,13.2, 4.0), 1.96 (m) | 29.5 | 2.42 (m), 1.93 (m) | 29.5 |
3 | 3.51 (dd, 11.6, 4.0) | 88.4 | 3.52 (dd, 11.6, 4.0) | 88.5 | 3.50 (dd, 11.6, 4.0) | 88.4 |
4 | --- | 40.4 | --- | 40.4 | --- | 40.4 |
5 | 1.25 (m) | 42.7 | 1.33 (m) | 42.8 | 1.21 (m) | 42.7 |
6 | 1.65 (m),1.96 (m) | 21.2 | 1.62 (m),1.98 (m) | 21.8 | 1.60 (m), 1.88 (m) | 21.8 |
7 | 6.11 (d, 6.4) | 114.4 | 6.07 (d, 6.4) | 114.3 | 6.11 (d, 6.0) | 114.0 |
8 | --- | 148.0 | --- | 148.1 | --- | 148.4 |
9 | --- | 21.8 | --- | 21.2 | --- | 21.2 |
10 | --- | 28.2 | --- | 28.2 | --- | 28.2 |
11 | 1.13 (m), 2.18 (overlapping) | 25.6 | 1.11 (m), 2.08 (overlapping) | 25.5 | 1.12 (m), 2.12 (overlapping) | 25.6 |
12 | 1.66 (m),1.83 (m) | 34.2 | 1.66 (m),1.71 (m) | 34.0 | 1.63 (m),1.75 (m) | 34.2 |
13 | --- | 41.1 | --- | 41.1 | --- | 40.2 |
14 | --- | 50.8 | --- | 50.8 | --- | 50.0 |
15 | 4.53 (d, 7.6) | 78.4 | 4.51 (d, 7.6) | 78.6 | 4.32 (d, 10.4) | 80.8 |
16 | --- | 112.8 | --- | 112.5 | --- | 106.7 |
17 | 1.71 (m) | 60.5 | 1.72 (m) | 60.7 | 1.49 (m) | 61.2 |
18 | 1.17 (s) | 21.6 | 1.17 (s) | 21.6 | 1.18 (s) | 22.1 |
19 | 0.47 (d, 3.6), 1.06 (d, 3.6) | 28.2 | 0.44 (d, 3.6), 1.06 (d, 3.6) | 28.4 | 0.44 (d, 4.0), 1.03 (d,4.0) | 28.3 |
20 | 1.70 (m) | 23.0 | 1.68 (m) | 23.4 | 1.74 (m) | 25.8 |
21 | 0.96 (d,5.6) | 19.6 | 0.97 (d,5.6) | 19.7 | 0.95 (d,6.4) | 20.6 |
22 | 1.60 (m), 2.0 (m) | 30.5 | 1.97(m), 2.66 (t, 22.0,12.0) | 29.6 | 1.57 (m), 1.90 (m) | 33.9 |
23 | 4.6 (ddd, 2.0, 4.4, 9.2) | 73.3 | 4.62 (ddd, 2.0, 4.4, 9.2) | 73.9 | 4.21 (dd, 2.0, 8.8) | 72.8 |
24 | 3.77 (d, 4.4) | 84.1 | 3.72 (d, 4.4) | 84.1 | 4.85 (d, 2.0) | 80.3 |
25 | --- | 79.8 | --- | 68.6 | --- | 75.5 |
26 | 1.64 (s) | 24.6 | 1.41 (s) | 30.7 | 1.49 (s) | 32.8 |
27 | 1.53 (s) | 23.2 | 1.33 (s) | 25.9 | 1.74 (s) | 27.2 |
28 | 1.47 (s) | 18.5 | 1.27 (s) | 18.5 | 1.37 (s) | 18.8 |
29 | 1.33 (s) | 25.9 | 1.28 (s) | 26.0 | 1.29 (s) | 25.8 |
30 | 1.04 (s) | 14.3 | 1.03 (s) | 14.3 | 1.02 (s) | 14.3 |
1' | 4.89 (d, 7.6) | 107.5 | 4.88 (d,8.0) | 107.5 | 4.84 (d, 10.4) | 107.5 |
2' | 4.49 (m) | 73.2 | 4.47 (m) | 73.2 | 4.46 (dd, 9.2, 4.0) | 73.2 |
3' | 4.17 (dd, 9.6, 3.2) | 75.5 | 4.17 (dd, 9.2,3.2) | 75.5 | 4.16 (dd, 9.4, 3.4) | 75.2 |
4' | 4.60 (overlapping) | 70.3 | 4.59 (overlapping) | 70.3 | 4.59 (d, 3.2) | 70.3 |
5' | 4.09 (t, 12.4,8.4) | 76.9 | 4.08 (t, 12.4, 6.0) | 76.8 | 4.08 (t, 10.0, 6.2) | 76.8 |
6' | 4.48 (overlapping), 4.50 (overlapping) | 62.5 | 4.47 (overlapping), 4.48 (overlapping) | 62.5 | 4.42 (t, 9.2, 4.0), 4.46(t,9.2 ,4.0) | 62.5 |
-CO CH3 | --- | 169.8 | --- | --- | --- | 170.7 |
-CO CH3 | 2.01(s) | 22.6 | --- | --- | 2.01 (s) | 21.0 |
3. Experimental Section
3.1. General
3.2. Plant Material
3.3. Extraction and Isolation
3.4. Acid hydrolysis
4. Conclusions
Acknowledgments
References and Notes
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- Sample Availability: Samples of the compounds 1-3 are available from the authors.
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Kuang, H.; Su, Y.; Yang, B.; Xia, Y.; Wang, Q.; Wang, Z.; Yu, Z. Three New Cycloartenol Triterpenoid Saponins from the Roots of Cimicifuga simplex Wormsk. Molecules 2011, 16, 4348-4357. https://doi.org/10.3390/molecules16064348
Kuang H, Su Y, Yang B, Xia Y, Wang Q, Wang Z, Yu Z. Three New Cycloartenol Triterpenoid Saponins from the Roots of Cimicifuga simplex Wormsk. Molecules. 2011; 16(6):4348-4357. https://doi.org/10.3390/molecules16064348
Chicago/Turabian StyleKuang, Haixue, Yang Su, Bingyou Yang, Yonggang Xia, Qiuhong Wang, Zhibin Wang, and Zhengfan Yu. 2011. "Three New Cycloartenol Triterpenoid Saponins from the Roots of Cimicifuga simplex Wormsk" Molecules 16, no. 6: 4348-4357. https://doi.org/10.3390/molecules16064348