Active Compounds in Zingiber officinale as Possible Redox Inhibitors of 5-Lipoxygenase Using an In Silico Approach
Abstract
:1. Introduction
2. Results
2.1. Prediction of Pharmacokinetic Properties
2.2. Drug Scoring and Toxicity Analysis
2.3. Molecular Docking
2.4. In Silico Prediction of 6-Gingerol SOMs
3. Discussion
4. Materials and Methods
4.1. Calculation of Pharmacokinetic Parameters
4.2. Calculation of Toxicity Potential
4.3. In Silico Studies/Molecular Docking
Preparation and Catalytic Site Prediction of 5-LOX
4.4. Ligand Preparation
4.5. Docking Simulation
4.6. In Silico Prediction of Metabolism Sites (SOMs) Using the Xenosite Web Predictor
5. 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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Compound | %ABS a | TPSA (Å2) b | MW c | cLogP d | HBD e | HBA f | n-ROTB g | Violation of Lipinski’s Rule |
---|---|---|---|---|---|---|---|---|
Rule | - | - | <500 | ≤5 | ≤5 | ≤10 | ≤10 | ≤1 |
6-Shogaol | 92.95 | 46.53 | 276.37 | 4.33 | 1 | 3 | 9 | 0 |
6-Gingerol | 85.97 | 66.76 | 294.39 | 3.56 | 2 | 4 | 10 | 0 |
Zileuton * | 76.30 | 94.80 | 236.29 | 1.23 | 2 | 4 | 2 | 0 |
Atreleuton * | 86.04 | 66.56 | 318.10 | 2.94 | 2 | 4 | 3 | 0 |
3f | 96.73 | 35.57 | 325.43 | 3.12 | 1 | 4 | 4 | 0 |
BWb70c | 82.85 | 75.79 | 316.33 | 2.63 | 2 | 5 | 5 | 0 |
NDGA | 81.09 | 80.91 | 302.37 | 3.82 | 4 | 4 | 5 | 0 |
CP 209 | 88.03 | 60.77 | 273.33 | 2.79 | 2 | 4 | 3 | 0 |
Caffeic acid | 82.18 | 77.75 | 180.16 | 0.78 | 3 | 4 | 2 | 0 |
CAPE | 85.97 | 66.76 | 284.31 | 3.05 | 2 | 4 | 6 | 0 |
Compound | Mutagenic | Tumorigenic | Irritant | Reproductive Effect | Solubility | Drug-Likeness | Drug Score |
---|---|---|---|---|---|---|---|
6-Shogaol | Red | Green | Green | Green | −3.42 | −15.81 | 0.37 |
6-Gingerol | Green | Green | Green | Green | −3.25 | −9.06 | 0.40 |
Zileuton * | Green | Green | Green | Green | −3.24 | 1.84 | 0.86 |
Atreleuton * | Green | Green | Green | Green | −5.24 | −2.98 | 0.35 |
3f | Green | Green | Green | Red | −3.22 | 4.95 | 0.49 |
BWb70c | Green | Green | Green | Green | −5.32 | −0.24 | 0.51 |
NDGA | Green | Red | Green | Green | −2.93 | −2.42 | 0.34 |
CP 209 | Green | Green | Green | Green | −2.31 | 0.53 | 0.81 |
Caffeic acid | Red | Red | Green | Red | −1.41 | 0.17 | 0.19 |
CAPE | Green | Green | Red | Green | −2.97 | −3.24 | 0.29 |
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Ley-Martínez, J.S.; Ortega-Valencia, J.E.; García-Barradas, O.; Jiménez-Fernández, M.; Uribe-Lam, E.; Vencedor-Meraz, C.I.; Oliva-Ramírez, J. Active Compounds in Zingiber officinale as Possible Redox Inhibitors of 5-Lipoxygenase Using an In Silico Approach. Int. J. Mol. Sci. 2022, 23, 6093. https://doi.org/10.3390/ijms23116093
Ley-Martínez JS, Ortega-Valencia JE, García-Barradas O, Jiménez-Fernández M, Uribe-Lam E, Vencedor-Meraz CI, Oliva-Ramírez J. Active Compounds in Zingiber officinale as Possible Redox Inhibitors of 5-Lipoxygenase Using an In Silico Approach. International Journal of Molecular Sciences. 2022; 23(11):6093. https://doi.org/10.3390/ijms23116093
Chicago/Turabian StyleLey-Martínez, Jaqueline Stephanie, Jose Erick Ortega-Valencia, Oscar García-Barradas, Maribel Jiménez-Fernández, Esmeralda Uribe-Lam, Carlos Iván Vencedor-Meraz, and Jacqueline Oliva-Ramírez. 2022. "Active Compounds in Zingiber officinale as Possible Redox Inhibitors of 5-Lipoxygenase Using an In Silico Approach" International Journal of Molecular Sciences 23, no. 11: 6093. https://doi.org/10.3390/ijms23116093