Synthesis and Free Radical Scavenging Activity of New Hydroxybenzylidene Hydrazines
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Free Radical Scavenging Activity Assay
2.3. Inhibition of Photosynthetic Electron Transport (PET) in Spinach Chloroplasts
3. Materials and Methods
3.1. General Information
3.2. Synthesis
3.2.1. Synthesis of 2,6-Dinitro-4-(Trifluoromethyl)Phenylhydrazine (3)
3.2.2. Synthesis of N-Hydroxybenzylidene-N′-[2,6-Dinitro-4-(Trifluoromethyl)]Phenylhydrazines (5a–5h) and N-(Benzylidene)-N′-[2,6-Dinitro-4-(Trifluoromethyl)]Phenylhydrazine (5i)
3.3. Free Radical Scavenging Activity Assay
3.4. Photosynthetic Electron Transport (PET) Study
3.5. Molecular Calculations
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
Compound | SC50 μM DPPH | SC50 μM GOR | SC50 μM ABTS | IC50 μM PET Inhibition | BDE | PA + ETE | BDE | PA + ETE |
---|---|---|---|---|---|---|---|---|
(kJ/mol) in CH3OH | (kJ/mol) in CH3OH | (kJ/mol) in Water | (kJ/mol) in Water | |||||
5a | 144.4 | 168.1 | 17.3 | 1003 | 408.8 | 638.9 | 408.7 | 654.1 |
5b | 16.2 | 25.4 | 2.6 | 42.8 | 387.2 | 540.2 | 387.0 | 632.2 |
5c | 48.9 | 25.8 | 9.4 | 14.7 | 339.1 | 569.2 | 339.3 | 584.7 |
5d | 13.7 | 15.4 | 7.8 | 93 | 309.8 | 539.9 | 309.8 | 555.2 |
5e | NDA 1 | NDA 1 | 3.5 | NDA 1 | 421.3 | 651.7 | 421.1 | 666.5 |
5f | 10.8 | 5.1 | 5.4 | NDA 1 | 305.3 | 535.5 | 305.5 | 550.8 |
5g | 38.5 | 16.7 | 7.4 | 263 | 351.6 | 590.8 | 364.4 | 612.3 |
5h | 8.2 | 10.8 | 5.4 | NDA 1 | 299.5 | 529.7 | 299.9 | 545.2 |
5i | NDA 1 | NDA 1 | 182.9 | 344 |
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Sersen, F.; Gregan, F.; Kotora, P.; Kmetova, J.; Filo, J.; Loos, D.; Gregan, J. Synthesis and Free Radical Scavenging Activity of New Hydroxybenzylidene Hydrazines. Molecules 2017, 22, 894. https://doi.org/10.3390/molecules22060894
Sersen F, Gregan F, Kotora P, Kmetova J, Filo J, Loos D, Gregan J. Synthesis and Free Radical Scavenging Activity of New Hydroxybenzylidene Hydrazines. Molecules. 2017; 22(6):894. https://doi.org/10.3390/molecules22060894
Chicago/Turabian StyleSersen, Frantisek, Fridrich Gregan, Peter Kotora, Jarmila Kmetova, Juraj Filo, Dusan Loos, and Juraj Gregan. 2017. "Synthesis and Free Radical Scavenging Activity of New Hydroxybenzylidene Hydrazines" Molecules 22, no. 6: 894. https://doi.org/10.3390/molecules22060894
APA StyleSersen, F., Gregan, F., Kotora, P., Kmetova, J., Filo, J., Loos, D., & Gregan, J. (2017). Synthesis and Free Radical Scavenging Activity of New Hydroxybenzylidene Hydrazines. Molecules, 22(6), 894. https://doi.org/10.3390/molecules22060894