The Constituents of Roots and Stems of Illigera luzonensis and Their Anti-Platelet Aggregation Effects
Abstract
:1. Introduction
2. Results and Discussion
2.1. Purification and Characterization
2.2. Structural Elucidation of Compounds 1–4
Position | 1 | 2 | |
---|---|---|---|
dH (J, Hz) | dC | dH (J, Hz) | |
1 | 142.2 | ||
1a | 116.7 | ||
1b | 125.2 | ||
2 | 147.4 | ||
3 | 6.53, s | 107.0 | 6.52, s |
3a | 123.2 | ||
4 | 3.10, m | 28.1 | 2.91, m |
2.74, dt (16.2, 3.8) | 2.68, br d (15.6) | ||
5 | 3.43, td (12.6, 3.8) | 47.2 | 3.12, m |
3.67, m | 3.00, dd (11.2, 5.2) | ||
6a | 4.25, dd (14.0, 4.8) | 54.9 | 3.62, br d (13.8) |
7 | 2.9, t (14.0) | 33.7 | |
3.12, dd (14.0, 4.8) | 2.90, br d (13.8) | ||
7a | 127.0 | 2.59, t (13.8) | |
8 | 6.85, s | 114.5 | 6.82, s |
9 | 145.5 | ||
10 | 145.7 | ||
11 | 7.63, s | 110.0 | 7.63, s |
11a | 122.5 | ||
OH-9 b | 5.71, br s | 5.71, br s | |
OCH3-10 | 3.99, s | 56.2 | 4.04, s |
–OCH2O– | 5.96, d (0.8) | 100.9 | 5.94, d (1.8) |
6.11, d (0.8) | 6.09, d (1.8) | ||
–CH2CN | 4.09, d (17.6) | ||
3.73, d (17.6) | |||
CN | 110.2 |
2.3. Anti-Platelet Aggregation Evaluation Bioassay
3. Experimental Section
3.1. General
3.2. Plant Materials
3.3. Extraction and Isolation
3.3.1. Illigeluzine A (1)
3.3.2. Illigeluzine B (2)
Aggregation (%) | ||||||
---|---|---|---|---|---|---|
Inducer | Control | Conc. (μg/mL) | 1 | 5 | 6 | 7 |
AA (100 μM) | 90.2 ± 0.8 | 100 | 0.0 ± 0.0 **** | 0.0 ± 0.0 **** | 0.0 ± 0.0 **** | 0.0 ± 0.0 **** |
50 | 4.7 ± 2.8 **** | – | 5.8 ± 5.2 **** | 0.0 ± 0.0 **** | ||
20 | 48.0 ± 13.7 *** | – | 24.9 ± 14.1 **** | 16.5 ± 11.1 **** | ||
10 | 78.7 ± 4.2 *** | – | 68.4 ± 8.6 *** | 49.9 ± 14.2 *** | ||
5 | 85.6 ± 3.2 * | – | 86.9 ± 1.2 *** | 83.8 ± 2.0 *** | ||
2 | – | 0.0 ± 0.0 **** | – | – | ||
1 | – | 17.8 ± 11.4 **** | – | – | ||
0.5 | – | 30.6 ± 13.5 **** | – | – | ||
0.2 | – | 83.6 ± 2.5 *** | – | – | ||
Thr (0.1 U/mL) | 94.5 ± 1.0 | 100 | 90.9 ± 2.1 * | 89.5 ± 3.2 * | 92.4 ± 2.1 | 80.3 ± 2.6 *** |
50 | – | – | – | – | ||
20 | – | – | – | – | ||
Col (10 μM) | 85.6 ± 0.8 | 100 | 6.8 ± 2.1 **** | 0.0 ± 0.0 **** | 9.5 ± 1.0 **** | 9.5 ± 1.0 **** |
50 | – | – | – | – | ||
20 | – | – | – | – | ||
PAF (2 ng/mL) | 84.9 ± 0.6 | 100 | 57.5 ± 5.1 **** | 0.0 ± 0.0 **** | 64.3 ± 3.1 **** | 0.0 ± 0.0 **** |
50 | – | 51.5 ± 0.7 **** | – | 54.1 ± 2.9 **** | ||
20 | – | 71.2 ± 2.1 **** | – | 76.4 ± 3.3 ** | ||
10 | – | 78.1 ± 3.0 ** | – | 81.5 ± 1.9 * | ||
5 | – | 81.6 ± 2.4 * | – | 84.3 ± 0.4 |
Aggregation (%) | ||||||
---|---|---|---|---|---|---|
Inducer | Control | Conc. (μg/mL) | 8 | 11 | 12 | 13 |
AA (100 μM) | 90.2 ± 0.8 | 100 | 0.0 ± 0.0 **** | – | 0.0 ± 0.0 **** | 0.0 ± 0.0 **** |
50 | – | 25.7 ± 12.4 **** | 0.0 ± 0.0 **** | – | ||
20 | – | 43.4 ± 17.2 *** | 11.9 ± 10.6 **** | – | ||
10 | – | 62.6 ± 15.2 ** | 54.3 ± 14.4 *** | – | ||
5 | 0.0 ± 0.0 **** | 70.5 ± 14.1 * | 85.1 ± 3.9 * | 0.0 ± 0.0 **** | ||
2 | 4.8 ± 2.6 **** | 88.0 ± 2.4 | 90.2 ± 0.8 | 43.0 ± 12.3 **** | ||
1 | 30.2 ± 13.5 **** | – | – | 77.3 ± 8.6 * | ||
0.5 | 43.8 ± 16.4 *** | – | – | – | ||
0.2 | 84.1 ± 2.4 *** | – | – | – | ||
Thr (0.1 U/mL) | 94.5 ± 1.0 | 100 | 86.6 ± 0.8 **** | – | 12.5 ± 7.7 **** | 87.8 ± 2.1 ** |
50 | – | 90.5 ± 0.8 ** | – | – | ||
20 | – | – | – | – | ||
Col (10 μM) | 85.6 ± 0.8 | 100 | 0.0 ± 0.0 **** | – | 7.1 ± 5.8 **** | 5.6 ± 1.1 **** |
50 | – | 71.3 ± 4.6 ** | – | – | ||
20 | – | – | – | – | ||
PAF (2 ng/mL) | 84.9 ± 0.6 | 100 | 56.3 ± 6.4 *** | – | 0.0 ± 0.0 **** | 71.3 ± 1.1 **** |
50 | – | 67.0 ± 1.8 **** | 0.0 ± 0.0 **** | – | ||
20 | – | – | 58.2 ± 2.2 **** | – | ||
10 | – | – | 76.7 ± 1.2 **** | – | ||
5 | – | – | 82.2 ± 1.9 * | – |
3.3.3. Bisdehydroactinodaphine (3)
3.3.4. Illigeraol A (4)
3.4. Antiplatelet Aggregatory Bioassay
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Huang, C.-H.; Chan, Y.-Y.; Kuo, P.-C.; Chen, Y.-F.; Chang, R.-J.; Chen, I.-S.; Wu, S.-J.; Wu, T.-S. The Constituents of Roots and Stems of Illigera luzonensis and Their Anti-Platelet Aggregation Effects. Int. J. Mol. Sci. 2014, 15, 13424-13436. https://doi.org/10.3390/ijms150813424
Huang C-H, Chan Y-Y, Kuo P-C, Chen Y-F, Chang R-J, Chen I-S, Wu S-J, Wu T-S. The Constituents of Roots and Stems of Illigera luzonensis and Their Anti-Platelet Aggregation Effects. International Journal of Molecular Sciences. 2014; 15(8):13424-13436. https://doi.org/10.3390/ijms150813424
Chicago/Turabian StyleHuang, Chieh-Hung, Yu-Yi Chan, Ping-Chung Kuo, Yu-Fon Chen, Ren-Jie Chang, Ih-Sheng Chen, Shwu-Jen Wu, and Tian-Shung Wu. 2014. "The Constituents of Roots and Stems of Illigera luzonensis and Their Anti-Platelet Aggregation Effects" International Journal of Molecular Sciences 15, no. 8: 13424-13436. https://doi.org/10.3390/ijms150813424