Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla
Abstract
:1. Introduction
2. Results and Discussion
3. Experimental Section
3.1. General Experimental Procedures
3.2. Plant Material
3.3. Extraction and Isolation
3.4. Cytotoxicity Assays against PC–3 Human Prostate Cancer Cells
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are available from the authors. |
No. | 1H-NMR a | 13C-NMR | 1H-NMR b |
---|---|---|---|
1 | - | - | - |
2 | 5.42 (dd, 13.1, 2.5) | 79.17 | 5.56 (dd, 13.2, 3.0) |
3α | 3.09 (dd, 17.2, 13.1) | 43.69 | 17.02 (dd, 17.0, 13.2) |
3β | 2.84 (dd, 17.2, 2.5) | 2.89 (17.0, 3.0) | |
4 | - | 196.11 | - |
5 | - | 162.07 | - |
6 | - | 109.96 | - |
7 | - | 164.13 | - |
8 | 6.00 (s) | 96.99 | 6.44 (s) |
9 | - | 161.47 | - |
10 | - | 103.12 | - |
1′ | - | 138.57 | - |
2′/6′ | 7.43–7.46 c | 126.26 | 7.24–7.42 c |
3′/5′ | 7.43–7.46 c | 129.03 | 7.24–7.42 c |
4′ | 7.43–7.46 c | 129.03 | 7.24–7.42 c |
5-OH | 12.58 (s) | - | 13.19 |
1″ | - | - | - |
2″ | 5.30 (t, 5.0) | 75.76 | 5.99 (dd, 6.0, 3.6) |
3″α | 2.40 (t, 5.9) | 34.94 | 3.27 (ddd, 13.8, 8.4, 3.6) |
3″β | 2.40 (t, 5.9) | 2.65 (dt, 13.8, 6.0) | |
4″ | 4.52 (t, 5.9) | 28.25 | 5.07 (t, 7.2) |
5″ | 6.98 (d, 8.4) | 130.73 | 7.67 (d, 7.8) |
6″ | 6.45 (dd, 8.4, 2.1) | 104.61 | 6.85 (dd, 8.4, 2.4) |
7″-OH | - | 156.76 | 11.35 |
8″ | 6.55 (d, 2.1) | 109.82 | 7.15 (d, 2.4) |
9″ | - | 156.25 | - |
10″ | - | 112.98 | - |
1‴ | - | 140.81 | - |
2‴/6‴ | 7.35–7.42 c | 126.00 | 7.24–7.42 c |
3‴/5‴ | 7.35–7.42 c | 128.69 | 7.24–7.42 c |
4‴ | 7.35–7.42 c | 127.93 | 7.24–7.42 c |
No. | 1H-NMR | 13C-NMR | No. | 1H-NMR | 13C-NMR |
---|---|---|---|---|---|
1 | - | - | H-β | 5.10 (dd, 9.4, 4.6) | 34.51 |
2 | 5.35 (dd, 13.2, 2.8) | 79.22 | H-α a | 4.25 (dd, 17.5, 9.4) | 40.03 |
3α | 3.09 (dd, 17.1, 13.2) | 43.59 | H-α b | 3.73 (dd, 17.5, 4.6) | |
3β | 2.84 (dd, 17.1, 2.8) | 1″ | - | 142.36 | |
4 | - | 196.19 | 2″/6″ | 7.37–7.42 a | 127.86 |
5 | - | 162.23 | 3″/5″ | 7.37–7.42 a | 128.37 |
6 | - | 111.05 | 4″ | 7.37–7.42 a | 126.46 |
7 | - | 163.20 | 1‴ | - | 114.07 |
8 | 6.05 (s) | 96.89 | 2‴ | - | 165.34 |
9 | - | 161.51 | 3‴ | 6.34 (d, 1.0) | 103.68 |
10 | - | 103.48 | 4‴ | - | 163.23 |
1′ | - | 138.51 | 5‴ | 6.40 (dd, 8.9, 1.0) | 108.21 |
2′/6′ | 7.37–7.42 a | 126.27 | 6‴ | 7.83 (d, 8.9) | 132.74 |
3′/5′ | 7.37–7.42 a | 129.01 | 5-OH | 12.46 (s) | |
4′ | 7.37–7.42 a | 129.01 | 2‴-OH | 12.40 (s) |
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Liu, Y.; Kelsang, N.; Lu, J.; Zhang, Y.; Liang, H.; Tu, P.; Kong, D.; Zhang, Q. Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla. Molecules 2019, 24, 1468. https://doi.org/10.3390/molecules24081468
Liu Y, Kelsang N, Lu J, Zhang Y, Liang H, Tu P, Kong D, Zhang Q. Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla. Molecules. 2019; 24(8):1468. https://doi.org/10.3390/molecules24081468
Chicago/Turabian StyleLiu, Yang, Norbo Kelsang, Jianghai Lu, Yingtao Zhang, Hong Liang, Pengfei Tu, Dexin Kong, and Qingying Zhang. 2019. "Oxytrodiflavanone A and Oxytrochalcoflavanones A,B: New Biflavonoids from Oxytropis chiliophylla" Molecules 24, no. 8: 1468. https://doi.org/10.3390/molecules24081468