Steroidal and Phenolic Glycosides from the Bulbs of Lilium pumilum DC and Their Potential Na+/K+ ATPase Inhibitory Activity
Abstract
:1. Introduction
2. Results and Discussion
NO. | C | H | NO. | C | H |
---|---|---|---|---|---|
1 | 36.8 | 1.56 (1H, m) | 20 | 44.7 | 2.21 (1H, q, J = 7.2 Hz) |
1.08 (1H, m) | 21 | 9.7 | 1.21 (3H, d, J = 6.8 Hz) | ||
2 | 29.3 | 1.84 (1H, m) | 22 | 109.7 | |
1.37 (1H, m) | 23 | 31.5 | 1.92 (1H, m) | ||
3 | 76.0 | 3.99 (1H, m) | 1.45 (1H, m) | ||
4 | 26.4 | 2.21 (1H, m) | 24 | 24.1 | 2.17 (1H, m) |
1.75 (1H, m) | 1.38 (1H, m) | ||||
5 | 56.4 | 2.26 (1H, m) | 25 | 39.2 | 2.03 (1H, m) |
6 | 209.4 | 26 | 64.0 | 4.58 (2H, d, J = 7.8 Hz) | |
7 | 46.9 | 2.54 (1H, m) | 27 | 64.5 | 3.74 (1H, dd, J = 11, 5.5 Hz) |
2.42 (1H, m) | 3.67 (1H, dd, J = 11, 7.2 Hz) | ||||
8 | 38.1 | 1.83 (1H, m) | Glc | ||
9 | 53.7 | 1.37 (1H, m) | 1′ | 99.2 | 5.11 (1H, d, J = 7.2 Hz) |
10 | 40.8 | 2′ | 79.5 | 4.22 (1H, m) | |
11 | 21.2 | 1.34 (1H, m) | 3′ | 78.4 | 4.30 (1H, m) |
1.57 (1H, m) | 4′ | 72.1 | 4.15 (1H, m) | ||
12 | 32.0 | 2.13 (1H, m) | 5′ | 78.2 | 3.86 (1H, m) |
1.49 (1H, m) | 6′ | 62.8 | 4.33 (1H, m) | ||
13 | 45.8 | 4.49 (1H, m) | |||
14 | 53.2 | 2.17 (1H, m) | Rha | ||
15 | 32.0 | 2.17 (1H, m) | 1″ | 102.4 | 6.13 (1H, br s) |
1.46 (1H, m) | 2″ | 72.6 | 4.68 (1H, m) | ||
16 | 89.8 | 4.42 (1H, m) | 3″ | 72.9 | 4.37 (1H, m) |
17 | 89.9 | 4″ | 74.2 | 4.39 (1H, m) | |
18 | 17.3 | 0.82 (3H, s) | 5″ | 69.5 | 4.81 (1H, m) |
19 | 13.2 | 0.91 (3H, s) | 6″ | 18.7 | 1.81 (3H, d, J = 6.8 Hz) |
NO. | C | H | NO. | C | H |
---|---|---|---|---|---|
1 | 78.9 | 5.56 (1H, d, J = 7.4 Hz) | 3′′ | 97.4 | 6.69 (1H, d, J = 2.0 Hz) |
2 | 44.9 | 3.50 (1H, td, J = 7.4, 5.0 Hz) | 4′′ | 161.8 | |
3 | 66.8 | 4.27 (2H, dd, J = 9.8, 5.0 Hz) | 5′′ | 106.7 | 6.51 (1H, dd, J = 2.0, 8.0 Hz) |
1′ | 114.8 | 6′′ | 125.6 | 7.16 (1H, d, J = 8.0 Hz) | |
2′ | 157.3 | 1′′′ | 102.4 | 5.71 (1H, d, J = 7.6 Hz) | |
3′ | 105.3 | 7.08 (1H, d, J = 2.0 Hz) | 2′′′ | 74.9 | 4.27 a |
4′ | 159.9 | 3′′′ | 79.0 | 4.11 (1H, m) | |
5′ | 111.2 | 7.04 (1H, dd, J = 2.0, 8.4 Hz) | 4′′′ | 71.2 | 4.26 a |
6′ | 132.8 | 7.55 (1H, d, J = 8.4 Hz) | 5′′′ | 78.4 | 4.43 (1H, m) |
1′′ | 119.9 | 6′′′ | 62.5 | 4.31 (1H, m) | |
2′′ | 161.5 | 2′-CH3O | 55.6 | 3.67 (3H, s) |
3. Experimental
3.1. General
3.2. Plant Material
3.3. Extraction and Isolation
3.4. Characterization of Pumilum A (1)
3.5. Characterization of Threo-1-(4′-hydroxy-2′-methoxyphenyl)-2-(2′′,4′′-dihydroxy-phenyl)-1,3-propanediol-4′-O-β-D-glucopyranoside (7)
3.6. Acid Hydrolysis of Compound 1
3.7. Assay of Na+/K+ ATPase Activity
4. Conclusions
Supplementary Materials
Acknowledgements
References
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Zhou, Z.-L.; Feng, Z.-C.; Fu, C.-Y.; Zhang, H.-L.; Xia, J.-M. Steroidal and Phenolic Glycosides from the Bulbs of Lilium pumilum DC and Their Potential Na+/K+ ATPase Inhibitory Activity. Molecules 2012, 17, 10494-10502. https://doi.org/10.3390/molecules170910494
Zhou Z-L, Feng Z-C, Fu C-Y, Zhang H-L, Xia J-M. Steroidal and Phenolic Glycosides from the Bulbs of Lilium pumilum DC and Their Potential Na+/K+ ATPase Inhibitory Activity. Molecules. 2012; 17(9):10494-10502. https://doi.org/10.3390/molecules170910494
Chicago/Turabian StyleZhou, Zhong-Liu, Zong-Cai Feng, Chun-Yan Fu, Hua-Lin Zhang, and Jing-Min Xia. 2012. "Steroidal and Phenolic Glycosides from the Bulbs of Lilium pumilum DC and Their Potential Na+/K+ ATPase Inhibitory Activity" Molecules 17, no. 9: 10494-10502. https://doi.org/10.3390/molecules170910494