New Flavonoid Derivatives from Melodorum fruticosum and Their α-Glucosidase Inhibitory and Cytotoxic Activities
Abstract
:1. Introduction
2. Results and Discussion
2.1. Structural Elucidation of the Isolates
2.2. α-Glucosidase Inhibitory Activity
2.3. Cytotoxic Activity against Human Cancer Cell Lines
3. Materials and Methods
3.1. General Experimental Procedures
3.2. Plant Material
3.3. Extraction and Isolation
3.4. α-Glucosidase Inhibitory Assay
3.5. Cytotoxicity Assay
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
Sample Availability
References
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Position | 1 a | 2 b | 3 a | |||
---|---|---|---|---|---|---|
δH (J in Hz) | δC | δH (J in Hz) | δC | δH (J in Hz) | δC | |
2 | 163.4 | 5.62, dd (12.6, 3.0) | 78.7 | 5.55, dd (13.0, 3.0) | 78.4 | |
3ax | 7.03, s | 104.9 | 3.31, dd (17.4, 13.2) | 42.2 | 3.31, overlapped | 42.8 |
3eq | 2.82, dd (16.8, 3.0) | 2.83, dd (17.0, 3.0) | ||||
4 | 182.4 | 197.1 | 198.7 | |||
5 | 152.8 | 154.4 | 148.3 | |||
6 | 130.6 | 128.3 | 136.1 | |||
7 | 159.3 | 161.1 | 139.5 | |||
8 | 6.97, s | 91.6 | 6.30, s | 92.0 | 6.27, s | 106.4 |
9 | 152.3 | 158.3 | 153.0 | |||
10 | 105.3 | 102.5 | 106.2 | |||
1′ | 130.6 | 138.5 | 138.8 | |||
2′ | 8.11, dd (7.0, 1.5) | 126.4 | 7.54, d (7.2) | 126.6 | 7.53, dd (8.5, 1.5) | 126.5 |
3′ | 7.58–7.63, m | 129.1 | 7.44, dd (7.2, 7.2) | 128.5 | 7.37–7.44, m | 128.5 |
4′ | 132.1 | 7.40, m | 128.6 | 128.4 | ||
5′ | 129.1 | 7.44, dd (7.2, 7.2) | 128.5 | 128.5 | ||
6′ | 8.11, dd (7.0, 1.5) | 126.4 | 7.54, d (7.2) | 126.6 | 7.53, dd (8.5, 1.5) | 126.5 |
1″ | 4.46, d (7.5) | 68.3 | 4.35, d (7.2) | 68.4 | 3.26, overlapped | 28.7 |
2″ | 5.45, m | 120.5 | 5.42, m | 120.6 | 5.24, m | 121.1 |
3″ | 137.4 | 137.1 | 132.7 | |||
4″ | 1.71, s | 25.4 | 1.70, s | 25.4 | 1.69, s | 25.4 |
5″ | 1.63, s | 17.7 | 1.61, s | 17.7 | 1.65, s | 17.6 |
5-OH | 12.77, s | 11.94, s | 11.71, s | |||
6-OH | 8.51, s | |||||
7-OCH3 | 3.94, s | 56.5 | 3.83, s | 56.3 |
Compound | IC50 (μM) |
---|---|
1 | 2.59 ± 0.15 |
2 | 3.33 ± 0.28 |
3 | 4.00 ± 0.20 |
4 | >256 |
5 | 3.67 ± 0.25 |
6 | 192 ± 8.78 |
7 | >256 |
Acarbose | 179 ± 6.02 |
Compound | IC50 ± SD (µM) a | ||
---|---|---|---|
KB | Hep G2 | MCF7 | |
1 | 23.5 ± 1.1 | 19.8 ± 1.5 | 23.7 ± 2.0 |
2 | 62.1 ± 4.5 | 44.8 ± 4.0 | 73.7 ± 2.8 |
3 | 59.0 ± 2.5 | 80.0 ± 3.0 | >100 |
4 | 64.7 ± 3.0 | 68.0 ± 2.5 | 80.9 ± 7.4 |
5 | 32.0 ± 0.0 | 71.4 ± 3.9 | 80.0 ± 4.5 |
6 | >100 | >100 | >100 |
7 | >100 | >100 | >100 |
Ellipticine b | 0.31 ± 0.05 | 0.33 ± 0.05 | 0.40 ± 0.05 |
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Do, L.T.M.; Sichaem, J. New Flavonoid Derivatives from Melodorum fruticosum and Their α-Glucosidase Inhibitory and Cytotoxic Activities. Molecules 2022, 27, 4023. https://doi.org/10.3390/molecules27134023
Do LTM, Sichaem J. New Flavonoid Derivatives from Melodorum fruticosum and Their α-Glucosidase Inhibitory and Cytotoxic Activities. Molecules. 2022; 27(13):4023. https://doi.org/10.3390/molecules27134023
Chicago/Turabian StyleDo, Lien T. M., and Jirapast Sichaem. 2022. "New Flavonoid Derivatives from Melodorum fruticosum and Their α-Glucosidase Inhibitory and Cytotoxic Activities" Molecules 27, no. 13: 4023. https://doi.org/10.3390/molecules27134023