ArticleMolecules (Basel, Switzerland)2011
A planar conformation and the hydroxyl groups in the B and C rings play a pivotal role in the antioxidant capacity of quercetin and quercetin derivatives.
Article in Molecules (Basel, Switzerland), 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed.
- The Influence of Polyphenols on Starch Structure Across Molecular, Chemical, and Microstructural Levels.Molecules (Basel, Switzerland) · 2026Article
- Natural Product Based Hydrogels in Biomedicine: Design Strategies and Crosslinking Mechanisms.International journal of nanomedicine · 2026Review
- Antioxidant Potential of Natural Extract ofLife (Basel, Switzerland) · 2025Article
- Beacon of Hope for Age-Related Retinopathy: Antioxidative Mechanisms and Pre-Clinical Trials of Quercetin Therapy.Antioxidants (Basel, Switzerland) · 2025Review
- Enhanced Bioactivity of Quercetin-Tetrahydroisoquinoline Derivatives: Effect on Lipophilicity, Enzymes Inhibition, Antioxidant Potential, and Cytotoxicity.International journal of molecular sciences · 2024Article
- The Benzene-induced Hepatic Cytochrome P450 2E1 Expression and Activity are Reduced by Quercetin Administration in Mice.Current pharmaceutical design · 2024Article
- Insights on Quercetin Therapeutic Potential for Neurodegenerative Diseases and its Nano-technological Perspectives.Current pharmaceutical biotechnology · 2024Review
- Effect of High Doses of Salep Aqueous Extract on Serum Levels of Urea Nitrogen, Creatinine, Uric Acid, and Kidney Histopathological Changes in Adult Male Wistar Rats.Archives of Razi Institute · 2023Article
- Advances in the Application of Phytogenic Extracts as Antioxidants and Their Potential Mechanisms in Ruminants.Antioxidants (Basel, Switzerland) · 2023Review
- Anti-Arthritic and Anti-Cancer Activities of Polyphenols: A Review of the Most Recent In Vitro Assays.Life (Basel, Switzerland) · 2023Review
- Structural Features of Small Molecule Antioxidants and Strategic Modifications to Improve Potential Bioactivity.Molecules (Basel, Switzerland) · 2023Review
- Unveiling Neuroprotective Potential of Spice Plant-Derived Compounds against Alzheimer's Disease: Insights from Computational Studies.International journal of Alzheimer's disease · 2023Article
- Concentration Dependence of Anti- and Pro-Oxidant Activity of Polyphenols as Evaluated with a Light-Emitting FeMolecules (Basel, Switzerland) · 2022Article
- In Vitro and In Vivo Regulation ofMolecules (Basel, Switzerland) · 2022Article
- Revisiting the Oxidation of Flavonoids: Loss, Conservation or Enhancement of Their Antioxidant Properties.Antioxidants (Basel, Switzerland) · 2022Review
- Quercetin Protected from Aluminum Phosphide-induced Acute and Subacute Cardio- and Hepatotoxicity in Rats.Current pharmaceutical design · 2022Article
- Flavonoids Seen through the Energy Perspective.International journal of molecular sciences · 2021Review
- Flavonoid-Decorated Nano-gold for Antimicrobial Therapy Against Gram-negative Bacteria Escherichia coli.Applied biochemistry and biotechnology · 2021Article
- Synthesis, Structure, Carbohydrate Enzyme Inhibition, Antioxidant Activity, In Silico Drug-Receptor Interactions and Drug-Like Profiling of the 5-Styryl-2-Aminochalcone Hybrids.Molecules (Basel, Switzerland) · 2021Article
- Delocalization of the Unpaired Electron in the Quercetin Radical: Comparison of Experimental ESR Data with DFT Calculations.International journal of molecular sciences · 2020Article
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Authors and funding
7 authors.
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Abstract
The polyphenol quercetin (Q) that has a high antioxidant capacity is a lead compound in the design of antioxidants. We investigated the possibility of modifying quercetin while retaining its antioxidant capacity as much as possible. To this end, the antioxidant capacities of Q, rutin, monohydroxyethyl rutinoside (monoHER) and a series of synthesized methylated Q derivatives were determined. The results confirm that the electron donating effect of the hydroxyl groups is essential. It was also found that the relatively planar structure of Q needs to be conserved. This planar conformation enables the distribution of the electron donating effect through the large conjugated π-system over the entire molecule. This is essential for the cooperation between the electron donating groups. Based on the activity of the compounds tested, it was concluded that structural modification at the 5 or 7 position is the most optimal to retain most of the antioxidant capacity of Q. This was confirmed by synthesizing and testing Q5OMe (Q6) and Q7OMe (Q7) that indeed displayed antioxidant capacities closest to Q.
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