New Dihydroxytyrosyl Esters from Dicarboxylic Acids: Synthesis and Evaluation of the Antioxidant Activity In Vitro (ABTS) and in Cell-Cultures (DCF Assay)
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis of Dihydroxytyrosyl Esters
2.2. ABTS Spectrophotometric Assay
2.3. ROS Determination in Cell Culture
2.4. MTT Assay and Cell Proliferation
3. Materials and Methods
3.1. Reagents
3.2. Instruments
3.3. Synthesis of Protected Dihydroxytyrosyl Esters 4a–4j
3.4. Deprotection of 4a–4j to Products 2a–2j
3.5. Partition Coefficient Values
3.6. ABTS Assay
3.7. DCF Assay
3.8. MTT Assay
3.9. Proliferation Curves
3.10. Statistical Analysis
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available. |
Compound | Dicarboxylic Moiety | -COXCO-Residue |
2a | Oxalyl | |
2b | Malonyl | |
2c | Succinyl | |
2d | Glutaryl | |
2e | Adipoyl | |
2f | Suberoyl | |
2g | 1,4-trans-Cyclohexandicarbossyl | |
2h | Fumaryl | |
2i | Phthalyl | |
2j | Isophthalyl |
Compound | MW | LogP© | ± SD | TEAC | ± SD |
---|---|---|---|---|---|
1 | 154 | 0.96 | ± 0.5 | 0.79 | ± 0.03 |
2a | 362 | 2.47 | ± 0.5 | 2.0 | ± 0.2 |
2c | 390 | 2.35 | ± 0.5 | 1.7 | ± 0.2 |
2d | 404 | 2.77 | ± 0.5 | 1.6 | ± 0.1 |
2e | 418 | 3.19 | ± 0.5 | 1.4 | ± 0.2 |
2f | 446 | 4.02 | ± 0.5 | 1.12 | ± 0.08 |
2g | 444 | 3.82 | ± 0.5 | 1.3 | ± 0.1 |
2h | 388 | 2.63 | ± 0.5 | 1.3 | ± 0.1 |
2i | 438 | 4.14 | ± 0.5 | 1.7 | ± 0.1 |
2j | 438 | 4.14 | ± 0.5 | 1.5 | ± 0.1 |
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Roma, E.; Mattoni, E.; Lupattelli, P.; Moeini, S.S.; Gasperi, T.; Bernini, R.; Incerpi, S.; Tofani, D. New Dihydroxytyrosyl Esters from Dicarboxylic Acids: Synthesis and Evaluation of the Antioxidant Activity In Vitro (ABTS) and in Cell-Cultures (DCF Assay). Molecules 2020, 25, 3135. https://doi.org/10.3390/molecules25143135
Roma E, Mattoni E, Lupattelli P, Moeini SS, Gasperi T, Bernini R, Incerpi S, Tofani D. New Dihydroxytyrosyl Esters from Dicarboxylic Acids: Synthesis and Evaluation of the Antioxidant Activity In Vitro (ABTS) and in Cell-Cultures (DCF Assay). Molecules. 2020; 25(14):3135. https://doi.org/10.3390/molecules25143135
Chicago/Turabian StyleRoma, Elia, Elena Mattoni, Paolo Lupattelli, Seyed Sepehr Moeini, Tecla Gasperi, Roberta Bernini, Sandra Incerpi, and Daniela Tofani. 2020. "New Dihydroxytyrosyl Esters from Dicarboxylic Acids: Synthesis and Evaluation of the Antioxidant Activity In Vitro (ABTS) and in Cell-Cultures (DCF Assay)" Molecules 25, no. 14: 3135. https://doi.org/10.3390/molecules25143135