Studies on the Bioactive Flavonoids Isolated from Pithecellobium clypearia Benth
Abstract
:1. Introduction
2. Results and Discussion
2.1. Characterisation of Compound 1
2.2. NA Inhibitory Effects
No. | Names | IC50 (µg/mL) | ||
---|---|---|---|---|
A/PR/8/34(H1N1) | A/Sydney/5/97(H3N2) | B/Jiangsu/10/2003 | ||
1 | 7-O-galloylplumbocatechin A | 29.77 ± 6.12 | 32.23 ± 1.65 | 39.15 ± 4.67 |
2 | (−)-5,3′,4′,5′-tetrahydroxyflavan-7-gallate | 36.91 ± 3.80 | >40 | >40 |
3 | (+)-3,5,3′,4′,5′-pentahydroxyflavan-7-gallate | >40 | >40 | >40 |
4 | (−)-7,4′-di-O-galloyltricetiflavan | >40 | >40 | >40 |
positive control | zanamivir | 3.00 × 10−5 ± 2.03 × 10−6 | 2.10 × 10−4 ± 1.84 × 10−5 | 3.00 × 10−4 ± 2.09 × 10−5 |
2.3. Inhibition of Cytokine Production in H1N1-Infected Cells
3. Experimental
3.1. Plant Material
3.2. Chemicals and Instruments
3.3. Cells and Virus Strains
3.4. Extraction and Isolation
3.5. Characterization of Compounds 1–4
No. position | 1 | 13C | 2 | 13C | 3 | 13C | 4 | 13C |
---|---|---|---|---|---|---|---|---|
δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | δH (J in Hz) | |||||
2 | 4.49 (s) | 71.1 | 4.78 (d, 9.9) | 77.5 | 4.57 (d, 6.4) | 56.8 | 4.89 (d, 10.4) | 76.7 |
3 | 4.17 (d, 4.4) | 62.4 | 1.85 (m) 2.02 (m) | 29.1 | 3.89 (m) | 81.2 | 1.86 (m) 2.11 (m) | 28.7 |
4 | 2.83 (dd17.2, 4.4) 2.64 (d, 17.2) | 25.8 | 2.60 (br s) | 19.6 | 2.66 (dd, 16.4, 4.8) 2.44 (overlapped) | 27.1 | 2.62 (2H, br s) | 19.0 |
5 | 155.5 | 156.4 | 155.1 | 155.8 | ||||
6 | 6.14 (s) | 100.9 | 6.16 (s) | 100.9 | 6.17 (s) | 100.4 | 6.18 (s) | 100.6 |
7 | 149.9 | 150.1 | 149.8 | 149.7 | ||||
8 | 6.00 (s) | 101.0 | 6.09 (s) | 101.3 | 6.11 (s) | 100.6 | 6.13 (s) | 100.9 |
9 | 156.7 | 156.5 | 156.1 | 156.0 | ||||
10 | 104.9 | 107.4 | 105.6 | 107.0 | ||||
1' | 123.2 | 133.0 | 132.6 | 138.7 | ||||
2' | 121.1 | 6.31 (s) | 105.5 | 6.25 (s) | 105.7 | 6.43 (s) | 104.9 | |
3' | 144.5 | 146.4 | 145.7 | 150.2 | ||||
4' | 134.3 | 132.0 | 129.4 | 126.4 | ||||
5' | 142.8 | 146.4 | 145.7 | 150.2 | ||||
6' | 6.33 (s) | 108.8 | 6.31 (s) | 105.5 | 6.25 (s) | 105.7 | 6.43 (s) | 104.9 |
7' | 75.3 | |||||||
8' | 1.45 (3H, s) | 28.9 | ||||||
9' | 1.51 (3H, s) | 24.6 | ||||||
1" | 164.9 | 164.9 | 164.9 | 164.5 | ||||
2" | 118.9 | 118.9 | 118.4 | 118.9 | ||||
3" | 7.02 (s) | 109.5 | 7.04 (s) | 109.5 | 7.04 (s) | 109.0 | 7.04 (s) | 109.2 |
4" | 146.2 | 146.2 | 145.7 | 145.6 | ||||
5" | 139.6 | 139.6 | 139.2 | 139.2 | ||||
6" | 146.2 | 146.2 | 145.7 | 145.6 | ||||
7" | 7.02 (s) | 109.5 | 7.04 (s) | 109.5 | 7.04 (s) | 109.0 | 7.04 (s) | 109.2 |
1"' | 163.9 | |||||||
2"' | 118.4 | |||||||
3"' | 7.06 (s) | 109.0 | ||||||
4"' | 145.8 | |||||||
5"' | 138.9 | |||||||
6"' | 145.8 | |||||||
7"' | 7.06 (s) | 109.0 |
3.6. Neuraminidase Inhibition Assay
3.7. Cytokine Secretion Assay
3.8. Statistical Analysis
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Kang, J.; Liu, C.; Wang, H.; Li, B.; Li, C.; Chen, R.; Liu, A. Studies on the Bioactive Flavonoids Isolated from Pithecellobium clypearia Benth. Molecules 2014, 19, 4479-4490. https://doi.org/10.3390/molecules19044479
Kang J, Liu C, Wang H, Li B, Li C, Chen R, Liu A. Studies on the Bioactive Flavonoids Isolated from Pithecellobium clypearia Benth. Molecules. 2014; 19(4):4479-4490. https://doi.org/10.3390/molecules19044479
Chicago/Turabian StyleKang, Jie, Chao Liu, Hongqing Wang, Baoming Li, Chao Li, Ruoyun Chen, and Ailin Liu. 2014. "Studies on the Bioactive Flavonoids Isolated from Pithecellobium clypearia Benth" Molecules 19, no. 4: 4479-4490. https://doi.org/10.3390/molecules19044479
APA StyleKang, J., Liu, C., Wang, H., Li, B., Li, C., Chen, R., & Liu, A. (2014). Studies on the Bioactive Flavonoids Isolated from Pithecellobium clypearia Benth. Molecules, 19(4), 4479-4490. https://doi.org/10.3390/molecules19044479