Docking Studies and α-Substitution Effects on the Anti-Inflammatory Activity of β-Hydroxy-β-arylpropanoic Acids
Abstract
:1. Introduction
2. Results and Discussion
2.1. Anti-inflammatory activity: carragenan-induced paw-oedema
2.2. Gastric tolerability
2.3. Molecular docking computational experiments
2.4. Statistical analysis
3. Experimental
3.1. Chemistry
3.2. Animal studies
3.3. Anti-inflammatory activity: carrageenan-induced rat paw oedema test
3.4. Gastric tolerability test
3.5. Molecular docking experiments
4. Conclusions
Acknowledgments
Conflicts of Interest
References and Notes
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Sample Availability: Samples of the synthesised compounds are available from the authors. |
Compound | Binding energy (kcal/mol) | ED50 | |||
---|---|---|---|---|---|
COX-1 | COX-2 | (μM/Kg) | |||
Ibuprofen | R | –6.47 | R | –6.21 | 51.70* |
S | –6.74 | S | –6.05 | ||
Compound 1 | R | –8.21 | R | –8.31 | 52.71** |
S | –8.16 | S | –8.15 | ||
Compound 2 | 2R3R | –8.61 | 2R3R | –8.50 | 70.10* |
2R3S | –8.16 | 2R3S | –8.49 | ||
2S3R | –8.15 | 2S3R | –8.14 | ||
2S3S | –8.13 | 2S3S | –8.27 | ||
Compound 3 | R | –8.18 | R | –8.25 | 126.82* |
S | –8.13 | S | –8.21 | ||
Compound 4 | -7.31 | –6.92 | 50.00 | ||
Compound 5 | R | –7.20 | R | –7.33 | 14.79* |
S | –6.78 | S | –7.14 | ||
Compound 6 | –7.50 | –6.85 | 74.69 |
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Savić, J.S.; Dilber, S.P.; Marković, B.D.; Milenković, M.T.; Vladimirov, S.M.; Juranić, I.O. Docking Studies and α-Substitution Effects on the Anti-Inflammatory Activity of β-Hydroxy-β-arylpropanoic Acids. Molecules 2011, 16, 6645-6655. https://doi.org/10.3390/molecules16086645
Savić JS, Dilber SP, Marković BD, Milenković MT, Vladimirov SM, Juranić IO. Docking Studies and α-Substitution Effects on the Anti-Inflammatory Activity of β-Hydroxy-β-arylpropanoic Acids. Molecules. 2011; 16(8):6645-6655. https://doi.org/10.3390/molecules16086645
Chicago/Turabian StyleSavić, Jelena S., Sanda P. Dilber, Bojan D. Marković, Marina T. Milenković, Sote M. Vladimirov, and Ivan O. Juranić. 2011. "Docking Studies and α-Substitution Effects on the Anti-Inflammatory Activity of β-Hydroxy-β-arylpropanoic Acids" Molecules 16, no. 8: 6645-6655. https://doi.org/10.3390/molecules16086645