Bioactivity-Guided Isolation and Identification of New and Immunosuppressive Monoterpenoid Indole Alkaloids from Rauvolfia yunnanensis Tsiang
Abstract
:1. Introduction
2. Results and Discussion
2.1. Identification of New Compounds
2.2. Immunosuppressive Activity Assay
3. Experimental
3.1. General Experimental Procedures
3.2. Plant Material
3.3. Extraction, Isolation, and Purification Procedures
3.4. Assay for Inhibitory Activity on T Cell Proliferation [17]
3.4.1. T Cell Preparation
3.4.2. Cell Proliferation Assay
3.4.3. Statistical Analysis
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
References
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Sample Availability: Samples of the compounds 1–17 are available from the authors. |
Position | 1 | 2 | 3 | |||
---|---|---|---|---|---|---|
δC | δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | |
2 | 108.7 | 132.7 | 135.7 | |||
3 | 53.0 | 3.89, m | 66.8 | 5.02, d (9.8) | 133.1 | |
5 | 87.8 | 4.92, d (1.6) | 70.7 | 3.74, m | 133.2 | 8.24, s |
6 | 46.5 | 3.44, d (13.6) 2.62, dd (13.6, 2.1) | 25.0 | 3.37, brd (12.2) 2.95, d (16.1) | 139.5 | |
7 | 53.6 | 102.0 | 130.8 | |||
8 | 125.6 | 128.5 | 121.0 | |||
9 | 128.0 | 7.61, d (8.1) | 103.6 | 6.87, br s | 125.4 | 8.36, d (8.2) |
10 | 108.1 | 6.71, dd (8.1, 1.8) | 152.3 | 123.5 | 7.50, m | |
11 | 159.8 | 113.5 | 6.74, d (7.7) | 132.4 | 7.79, overlap | |
12 | 100.1 | 6.79, d (1.8) | 113.2 | 7.21, d (8.5) | 114.1 | 7.79, overlap |
13 | 153.1 | 133.5 | 145.3 | |||
14 | 22.9 | 2.28, d (14.0) 1.97, m | 34.7 | 2.59, m 2.17, br d (9.7) | 31.6 | 4.68, m 3.14, m |
15 | 33.6 | 3.85, m | 27.5 | 3.05, br s | 26.0 | 3.07, m |
16 | 59.1 | 46.1 | 2.27, m | 107.2 | ||
17 | 64.6 | 4.22, d (11.6) 4.01, d (11.6) | 63.8 | 3.55, d (7.1) | 156.3 | 7.72, d (1.2) |
18 | 13.8 | 1.64, d (6.5) | 13.2 | 1.70, d (6.5) | 14.2 | 1.36 d (6.7) |
19 | 119.7 | 5.28, m | 122.9 | 5.62, m | 72.9 | 4.77, m |
20 | 140.1 | 129.8 | 38.5 | 2.70, m | ||
21 | 47.5 | 3.90, d (17.8) 3.17, d (17.8) | 69.8 | 4.66 d (14.0) 4.36 d (14.0) | 57.4 | 4.87, m 4.61, t (13.0) |
22 | 175.6 | 168.5 | ||||
COOCH3 | 51.7 | 3.70, s | 51.9 | 3.82, s | ||
OCH3 | 64.3 | 3.60, s |
Sample | IC50 |
---|---|
1 2–5 | 5.9 ± 0.8 >50 |
6 7–17 | 5.0 ± 0.5 >50 |
Total alkaloids | 18.5 ± 0.8 |
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Li, L.-M.; Shi, S.-D.; Liu, Y.; Zou, Q. Bioactivity-Guided Isolation and Identification of New and Immunosuppressive Monoterpenoid Indole Alkaloids from Rauvolfia yunnanensis Tsiang. Molecules 2019, 24, 4574. https://doi.org/10.3390/molecules24244574
Li L-M, Shi S-D, Liu Y, Zou Q. Bioactivity-Guided Isolation and Identification of New and Immunosuppressive Monoterpenoid Indole Alkaloids from Rauvolfia yunnanensis Tsiang. Molecules. 2019; 24(24):4574. https://doi.org/10.3390/molecules24244574
Chicago/Turabian StyleLi, Li-Mei, Shun-Dong Shi, Yang Liu, and Qiang Zou. 2019. "Bioactivity-Guided Isolation and Identification of New and Immunosuppressive Monoterpenoid Indole Alkaloids from Rauvolfia yunnanensis Tsiang" Molecules 24, no. 24: 4574. https://doi.org/10.3390/molecules24244574