Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages
Abstract
:1. Introduction
2. Materials and Methods
2.1. General Experimental Procedures
2.2. Extraction and Isolation
2.3. Biological Assays
2.3.1. Cell Culture
2.3.2. Nitrite Measurement and Pharmacological Treatment In Vitro
2.3.3. Cell Viability
3. Results and Discussion
3.1. Structural Elucidation of Isomadecassoside
3.2. Biological Activity
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Pos. | δH, Mult., J in Hz | δC, Type |
---|---|---|
1a | 2.00, dd, 12.5, 5.0 | 49.9, CH2 |
1b | 0.87, dd, 12.5, 11.5 | |
2 | 3.76, ddd, 11.5, 8.1, 5.0 | 69.6, CH |
3 | 3.30 a | 77.7, CH |
4 | 44.7, C | |
5 | 1.23 a | 48.9, CH |
6 | 4.37, m | 68.5, CH |
7a | 1.65 a | 42.0, CH2 |
7b | 1.61 a | |
8 | 42.0, C | |
9 | 1.50 a | 52.0, CH |
10 | 38.7, C | |
11a | 1.51 a | 22.7, CH2 |
11b | 1.47 a | |
12a | 1.80 a | 28.5, CH2 |
12b | 1.21 a | |
13 | 2.50, ddd, 13.3, 12.3, 2.9 | 39.7, CH |
14 | 42, C | |
15a | 1.59 a | 30.2, CH2 |
15b | 1.15 a | |
16a | 2.06, dt, 12.6, 3.0 | 33.7, CH2 |
16b | 1.45 a | |
17 | 50.4, C | |
18 | 1.28 a | 49.4, CH |
19 | 2.17, m | 38.3, CH |
20 | 144.0, C | |
21 | 5.26, d, 7.1 | 118.0, CH |
22a | 2.28, dd, 15.2, 7.1 | 38.3, CH2 |
22b | 1.85 a | |
23a | 3.58, d, 11.2 | 65.5, CH2 |
23b | 3.45, d, 11.2 | |
24 | 1.05, s | 14.7, CH3 |
25 | 1.32, s | 19.7, CH3 |
26 | 1.29, s | 17.2, CH3 |
27 | 1.00, s | 15.2, CH3 |
28 | 176.4, C | |
29 | 1.04, d, 8.0 | 23.6, CH3 |
30 | 1.65, bs | 21.9, CH3 |
O-β-d-Glc (first) | (continued) | |
1′ | 5.39, d, 8.2 | 95.0, CH |
2′ | 3.31 a | 73.9, CH |
3′ | 3.41 a | 77.9, CH |
4′ | 3.63, dd, 9.5, 3.4 | 71.8, CH |
5′ | 3.53 a | 79.4, CH |
6a′ | 4.09, dd, 12.0, 1.5 | 69.2, CH2 |
6b′ | 3.80, dd, 12.0, 5.4 | |
O-β-d-Glc (second) | ||
1″ | 4.42, d, 8.0 | 104.2, CH |
2″ | 3.24, t, 8.3 | 75.3, CH |
3″ | 3.47 a | 76.4, CH |
4″ | 3.54 a | 79.4, CH |
5″ | 3.35 a | 76.5, CH |
6a″ | 3.84 a | 61.8, CH2 |
6b″ | 3.67, dd, 12.3, 4.7 | |
O-α-l-Rha | ||
1‴ | 4.86 a | 102.5, CH |
2‴ | 3.84 a | 72.1, CH |
3‴ | 3.31 a | 73.2, CH |
4‴ | 3.42 a | 73.4, CH |
5‴ | 3.96, m | 70.4, CH |
6‴ | 1.28, d, 6.1 | 17.5, CH3 |
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Chianese, G.; Masi, F.; Cicia, D.; Ciceri, D.; Arpini, S.; Falzoni, M.; Pagano, E.; Taglialatela-Scafati, O. Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages. Biomolecules 2021, 11, 494. https://doi.org/10.3390/biom11040494
Chianese G, Masi F, Cicia D, Ciceri D, Arpini S, Falzoni M, Pagano E, Taglialatela-Scafati O. Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages. Biomolecules. 2021; 11(4):494. https://doi.org/10.3390/biom11040494
Chicago/Turabian StyleChianese, Giuseppina, Francesca Masi, Donatella Cicia, Daniele Ciceri, Sabrina Arpini, Mario Falzoni, Ester Pagano, and Orazio Taglialatela-Scafati. 2021. "Isomadecassoside, a New Ursane-Type Triterpene Glycoside from Centella asiatica Leaves, Reduces Nitrite Levels in LPS-Stimulated Macrophages" Biomolecules 11, no. 4: 494. https://doi.org/10.3390/biom11040494