ArticleRSC advances2020
Comparison of the scavenging capacities of phloroglucinol and 2,4,6-trihydroxypyridine towards HO˙ radical: a computational study.
Article in RSC advances, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed, 26 citations in OpenAlex.
- Mechanism of Antiradical Activity of Coumarin-Trihydroxybenzohydrazide Derivatives: A Comprehensive Kinetic DFT Study.Antioxidants (Basel, Switzerland) · 2024Article
- CoumarinAntioxidants (Basel, Switzerland) · 2023Article
- Investigation of the radical scavenging potential of vanillin-based pyrido-dipyrimidines: experimental andRSC advances · 2023Article
- Degradation Mechanisms of 4,7-Dihydroxycoumarin Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Study.International journal of environmental research and public health · 2023Article
- Mechanism of Antiradical Activity of Newly Synthesized 4,7-Dihydroxycoumarin Derivatives-Experimental and Kinetic DFT Study.International journal of molecular sciences · 2021Article
- Supercritical Carbon Dioxide Extraction of Four Medicinal Mediterranean Plants: Investigation of Chemical Composition and Antioxidant Activity.Molecules (Basel, Switzerland) · 2021Article
- Anti-Photoaging and Potential Skin Health Benefits of Seaweeds.Marine drugs · 2021Review
Corrections and comments
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Authors and funding
4 authors at 1 institution in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
In this work the scavenging capacities of biologically active phloroglucinol (1,3,5-trihydroxybenzene, THB-OH) and structurally similar 2,4,6-trihydroxypyridine (THP-OH) towards HO˙ were examined. This task was realized by means of density functional theory, through investigation of all favorable antioxidative pathways in two solvents of different polarity: benzene and water. It was found that in benzene both compounds conform to the hydrogen atom transfer (HAT) and radical adduct formation (RAF) mechanisms. In water, the mechanisms of antioxidative action of the investigated compounds are far more complex, especially those of THB-OH. This compound and HO˙ undergo all four investigated mechanisms: HAT, RAF, sequential proton loss electron transfer (SPLET), and single electron transfer-proton transfer (SET-PT). HAT, RAF and SPLET are operative mechanisms in the case of THP-OH. Independently of solvent polarity, both investigated compounds are more reactive towards HO˙ in comparison to Trolox. Our final remark is as follows: the electron-withdrawing effect of the nitrogen is stronger than the electron-donating effect of the OH groups in the molecule of THP-OH. As a consequence, THB-OH is more powerful antioxidant than THP-OH, thus implying that the presence of nitrogen decreases the scavenging capacity of the respective compound.
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Registered trials
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