Exploring the Anticancer Potential of Phenolic nor-Triterpenes from Celastraceae Species
Abstract
:1. Introduction
2. Results
2.1. Chemistry
2.2. Biological Assays
2.2.1. Antiproliferative Activity on Cancer Cell Lines
2.2.2. Structure-Activity Relationship Analysis
2.2.3. Getting Insights on the Mode of Cell Death
2.2.4. Determination of Toxicity, DNA Damage, Oxidative Stress and Drug Resistance Profiles in Yeast
2.2.5. Determination of Antibacterial Activity
3. Materials and Methods
3.1. General Experimental Procedures
3.2. Plant Material
3.3. Extraction and Isolation
3.3.1. Maytenus jelskii
3.3.2. Maytenus cuzcoina
3.3.3. Celastrus vulcanicola
3.3.4. Spectroscopic Data
3.4. Biological Assays
3.4.1. Human Cancer Cell Lines
3.4.2. Antiproliferative Assay
3.4.3. Label-Free Continuous Live Cell Imaging
3.4.4. Yeast Strains, Growth Conditions and Dose-Response Curves
3.4.5. Bacterial Strains, Growth Conditions and MIC Determination
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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No. | 1 | 4 | 6 | |||
---|---|---|---|---|---|---|
δH | δC a | δH | δC a | δH | δC a | |
1 | 6.81 s | 109.2 d | 6.80 s | 109.2 d | 6.92 s | 110.2 d |
2 | 142.3 s | 142.2 s | 151.6 s | |||
3 | 140.3 s | 140.3 s | 144.7 s | |||
4 | 119.8 s | 120.0 s | 134.2 s | |||
5 | 128.1 s | 127.8 s | 122.0 s | |||
6 | 3.99 ddd (2.5, 6.2, 10.4) | 32.8 d | 4.01 t (6.3) | 32.8 d | 186.1 s | |
7 | 5.85 d (6.2) | 121.7 d | 5.86 d (6.0) | 121.6 d | 6.00 s | 128.8 d |
8 | 150.1 s | 149.6 s | 161.5 s | |||
9 | 37.2 s | 37.0 s | 41.2 s | |||
10 | 142.0 s | 142.3 s | 151.9 s | |||
11 | 1.80, 2.05 m | 35.7 t | 1.96 dt (5.3, 13.2) 2.07 m | 35.7 t | 1.94 dd (5.1, 13.4) 2.04 dd (3.4, 13.4) | 37.4 t |
12 | 1.53 m | 30.4 t | 1.52, 1.59 m | 29.5 t | 1.33 dd (3.4, 13.8) 2.46 td (5.1, 13.8) | 35.7 t |
13 | 37.7 s | 37.9 s | 35.2 s | |||
14 | 43.8 s | 42.9 s | 134.9 s | |||
15 | 1.40, 1.53 m | 28.9 t | 1.46, 1.71 m | 28.5 t | 127.5 s | |
16 | 1.82 m | 36.7 t | 1.43, 1.81 m | 36.8 t | 1.43 m 2.58 d (16.8) | 38.9 t |
17 | 29.7 s | 34.6 s | 42.4 s | |||
18 | 1.49 d (8.0) | 44.5 d | 1. 69 m | 43.8 d | 1.48 m | 43.3 d |
19 | 1.63 dd (8.0, 16.0) 2.33 d (16.0) | 30.8 t | 2.21 m 2.28 dd (7.5, 16.8) | 34.2 t | β 1.50 m α 1.89 d (10.9) | 34.3 t |
20 | 40.5 s | 72.3 s | 48.0 s | |||
21 | 2.05 m | 30.0 t | 217.0 s | 4.20 dd (5.4, 11.6) | 68.1 d | |
22 | 0.99 m 2.01 m | 34.8 t | 2.16 d (19.4) 2.69 d (19.4) | 47.7 t | 1.55 m | 43.1 t |
23 | 2.18 s | 11.2 q | 2.18 b s | 11.3 q | 2.73 s | 15.1 q |
25 | 1.45 s | 36.8 q | 1.49 s | 37.5 q | 1.37 s | 27.9 q |
26 | 1.17 b s | 22.3 q | 1.27 s | 22.4 q | 1.72 s | 21.7 q |
27 | 0.52 | 18.2 q | 0.59 s | 16.5 q | 0.87 s | 24.0 q |
28 | 1.05 s | 31.6 q | 1.28 s | 24.9 q | 1.23 s | 31.3 q |
29 | 179.3 s | 178.9 s | ||||
30 | 1.17 b s | 33.0 q | 1.40 s | 31.2 q | 1.21 s | 13.8 q |
Compound | A549 | HBL-100 | HeLa | SW1573 | T-47D | WiDr |
---|---|---|---|---|---|---|
1 | 24 ± 2.3 | 21 ± 7.7 | 24 ± 1.8 | 21 ± 7.7 | >25 | >25 |
2 | >25 | 18 ± 6.6 | 10 ±6.0 | 17 ± 6.6 | >25 | >25 |
3 | >25 | 12 ± 0.6 | 22 ± 4.5 | 19 ± 4.2 | >25 | 14 ± 1.4 |
4 | >25 | 18 ± 7.7 | 17 ± 5.7 | 21 ± 2.9 | >25 | >25 |
5 | >25 | >25 | >25 | >25 | >25 | >25 |
6 | >25 | >25 | >25 | >25 | 19 ± 7.9 | >25 |
7 | >25 | >25 | >25 | >25 | >25 | >25 |
8 | >25 | >25 | >25 | >25 | >25 | >25 |
9 | 8.3 ± 3.5 | 3.1 ± 1.4 | 8.6 ± 0.2 | 4.0 ± 0.6 | 20 ± 6.7 | 8.1 ± 0.6 |
10 | >25 | >25 | >25 | 23 ± 3.7 | >25 | >25 |
11 | >25 | >25 | 23 ± 3.6 | >25 | >25 | >25 |
12 | 0.96 ± 0.36 | 0.45 ± 0.17 | 1.1 ± 0.2 | 1.2 ± 0.2 | 2.4 ± 1.0 | 5.8 ± 1.9 |
13 | 19 ± 6.5 | >25 | >25 | 11 ± 1.4 | >25 | >25 |
14 | 6.6 ± 1.8 | 3.4 ± 1.4 | 4.1 ± 0.9 | 3.0 ± 0.7 | 7.9 ± 1.1 | 9.9 ± 2.1 |
15 | 19 ± 6.8 | 20 ± 9.2 | 19 ± 8.2 | 12 ± 5.2 | >25 | >25 |
CDDP c | 4.9 ± 0.2 | 1.9 ± 0.2 | 1.8 ± 0.5 | 2.7 ± 0.4 | 17 ± 3.3 | 23 ± 4.3 |
5-FU c | 2.2 ± 0.3 | 4.4 ± 0.7 | 16 ± 4.5 | 3.3 ± 1.2 | 43 ± 16 | 49 ± 6.7 |
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Reyes, C.P.; Ardiles, A.; Anaissi-Afonso, L.; González-Bakker, A.; Padrón, J.M.; Jiménez, I.A.; Machín, F.; Bazzocchi, I.L. Exploring the Anticancer Potential of Phenolic nor-Triterpenes from Celastraceae Species. Int. J. Mol. Sci. 2024, 25, 9470. https://doi.org/10.3390/ijms25179470
Reyes CP, Ardiles A, Anaissi-Afonso L, González-Bakker A, Padrón JM, Jiménez IA, Machín F, Bazzocchi IL. Exploring the Anticancer Potential of Phenolic nor-Triterpenes from Celastraceae Species. International Journal of Molecular Sciences. 2024; 25(17):9470. https://doi.org/10.3390/ijms25179470
Chicago/Turabian StyleReyes, Carolina P., Alejandro Ardiles, Laura Anaissi-Afonso, Aday González-Bakker, José M. Padrón, Ignacio A. Jiménez, Félix Machín, and Isabel L. Bazzocchi. 2024. "Exploring the Anticancer Potential of Phenolic nor-Triterpenes from Celastraceae Species" International Journal of Molecular Sciences 25, no. 17: 9470. https://doi.org/10.3390/ijms25179470