Regenerable chain-breaking 2,3-dihydrobenzo[b]selenophene-5-ol antioxidants.

No abstract is available for this paper.

• Publication year

  2007

• Venue

  Journal of Organic Chemistry

• Publication date

  2007-03-03

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/JO0700023PMID 17335240
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Design principles for alpha-tocopherol analogues.

  2006cited by this paper
• Electrochemical and homogeneous proton-coupled electron transfers: concerted pathways in the one-electron oxidation of a phenol coupled with an intramolecular amine-driven proton transfer.

  2006cited by this paper
• Synthesis and antioxidant profile of all-rac-alpha-selenotocopherol.

  2006cited by this paper
• Critical re-evaluation of the O-H bond dissociation enthalpy in phenol.

  2005cited by this paper
• Glutathione Redox State Regulates Mitochondrial Reactive Oxygen Production*

  2005cited by this paper
• Elucidation of the mechanism of selenoprotein glutathione peroxidase (GPx)-catalyzed hydrogen peroxide reduction by two glutathione molecules: a density functional study.

  2005cited by this paper
• Cyclodextrin-derived diorganyl tellurides as glutathione peroxidase mimics and inhibitors of thioredoxin reductase and cancer cell growth.

  2004cited by this paper
• Dynamics of antioxidant action of vitamin E.

  2004cited by this paper
• Modeling the co-antioxidant behavior of monofunctional phenols. Applications to some relevant compounds.

  2003cited by this paper
• The effect of ring nitrogen atoms on the homolytic reactivity of phenolic compounds: understanding the radical-scavenging ability of 5-pyrimidinols.

  2003cited by this paper
• Trends in selenium biochemistry.

  2002cited by this paper
• A quantitative approach to the recycling of alpha-tocopherol by coantioxidants.

  2002cited by this paper
• Antioxidant synergy and regeneration effect of quercetin, (-)-epicatechin, and (+)-catechin on alpha-tocopherol in homogeneous solutions of peroxidating methyl linoleate.

  2002cited by this paper
• Substituent effects on the bond dissociation enthalpies of aromatic amines.

  2002cited by this paper
• Determination of the substituent effect on the O-H bond dissociation enthalpies of phenolic antioxidants by the EPR radical equilibration technique.

  2002cited by this paper
• Intramolecular homolytic substitution at selenium: synthesis of novel selenium-containing vitamin E analogues.

  2001cited by this paper
• Redox environment of the cell as viewed through the redox state of the glutathione disulfide/glutathione couple.

  2001cited by this paper
• Predicting the activity of phenolic antioxidants: theoretical method, analysis of substituent effects, and application to major families of antioxidants.

  2001cited by this paper
• Chemistry of biologically important synthetic organoselenium compounds.

  2001cited by this paper
• The antioxidant profile of 2,3-dihydrobenzo[b]furan-5-ol and its 1-thio, 1-seleno, and 1-telluro analogues.

  2001cited by this paper
• Population, acid-base, and redox properties of N-acetylcysteine conformers.

  2000cited by this paper
• Novel Water-Soluble Diorganyl Tellurides with Thiol Peroxidase and Antioxidant Activity.

  1999cited by this paper
• Comparative study on dynamics of antioxidative action of alpha-tocopheryl hydroquinone, ubiquinol, and alpha-tocopherol against lipid peroxidation.

  1999cited by this paper
• Dynamics of vitamin E action against LDL oxidation.

  1998cited by this paper
• The chemistry and antioxidant properties of tocopherols and tocotrienols

  1996cited by this paper
• Solvent Effects on the Reactivity and Free Spin Distribution of 2,2-Diphenyl-1-picrylhydrazyl Radicals(1).

  1996cited by this paper
• Reaction of ascorbate with the alpha-tocopheroxyl radical in micellar and bilayer membrane systems.

  1995cited by this paper
• Current status of antioxidant therapy.

  1993cited by this paper
• Ubiquinol-10 is an effective lipid-soluble antioxidant at physiological concentrations.

  1990cited by this paper
• Free radical-mediated chain oxidation of low density lipoprotein and its synergistic inhibition by vitamin E and vitamin C.

  1990cited by this paper
• The 21-aminosteroid inhibitors of lipid peroxidation: reactions with lipid peroxyl and phenoxy radicals.

  1989cited by this paper
• The cooperative antioxidant role of glutathione with a lipid-soluble and a water-soluble antioxidant during peroxidation of liposomes initiated in the aqueous phase and in the lipid phase.

  1988cited by this paper
• The kinetics of the autoxidation of polyunsaturated fatty acids

  1987cited by this paper
• Antioxidant and co-antioxidant activity of vitamin C. The effect of vitamin C, either alone or in the presence of vitamin E or a water-soluble vitamin E analogue, upon the peroxidation of aqueous multilamellar phospholipid liposomes.

  1985cited by this paper
• Inhibition of oxidation of methyl linoleate in solution by vitamin E and vitamin C.

  1984cited by this paper
• PURIFICATION AND PROPERTIES OF GLUTATHIONE REDUCTASE OF HUMAN ERYTHROCYTES.

  1963cited by this paper

• Aminic Organoselenium Compounds: Promising Antioxidant Agents

  2025cites this paper
• Radical‐Trapping and Hydroperoxide‐Decomposing Benzoselenazole Antioxidants with Potential Biological Applications against Oxidative Stress

  2025cites this paper
• Organoselenium Compounds Derived from Natural Metabolites

  2025cites this paper
• Powering the antioxidant properties of tyrosol by selenylation: tyrosol selenide and diselenide as potent reactive oxygen species scavengers and glutathione peroxidase mimics.

  2025cites this paper
• N-acetylcysteine protects against neurodevelopmental injuries induced by methylmercury exposure during pregnancy and lactation.

  2024cites this paper
• Introduction of Methyl Group in Substituted Isoselenazolones: Catalytic and Mechanistic Study.

  2023cites this paper
• 2-Benzamide Tellurenyl Iodides: Synthesis and Their Catalytic Role in CO2 Mitigation.

  2023cites this paper
• Lipid Peroxidation and Antioxidant Protection

  2023cites this paper
• Modulation of the chain-breaking antioxidant activity of phenolic organochalcogens with various co-antioxidants at various pH values.

  2023cites this paper
• Synthesis of Novel DPPH-Free Radical Scavenger Se-Containing Fused Chalcogenophenes: 2-Alkyl-7-Cyano-4-Imino-3-Phenyl-6-(pyrrolidin-1-yl)-3,4-Dihydroselenopheno[3,2-d]Pyrimidines

  2023cites this paper
• Role of Sulphur and Heavier Chalcogens on the Antioxidant Power and Bioactivity of Natural Phenolic Compounds

  2022influential citation
• Tetravalent Spiroselenurane Catalysts: Intramolecular Se···N Chalcogen Bond-Driven Catalytic Disproportionation of H2O2 to H2O and O2 and Activation of I2 and NBS.

  2022cites this paper
• Radical Chain Breaking Bis(ortho-organoselenium) Substituted Phenolic Antioxidants.

  2021cites this paper
• Catalytic and highly regenerable aminic organoselenium antioxidants with cytoprotective effects.

  2021cites this paper
• Janus -faced oxidant and antioxidant profiles of organo diselenides.

  2021cites this paper
• Synthesis Strategies for Organoselenium Compounds and Their Potential Applications in Human Life

  2021cites this paper
• Regenerable Radical‐Trapping and Preventive Selenazolonamine Antioxidants

  2021cites this paper
• A Dimroth rearrangement approach for the synthesis of selenopheno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines with cytotoxic activity on breast cancer cells

  2021cites this paper
• Ring-fused nitrogen heterocycles by efficient synthetic strategies

  2020cites this paper
• Chain Breaking Antioxidant Activity of Heavy (S, Se, Te) Chalcogens Substituted Polyphenols

  2019cites this paper
• Versatile Dibenzothio[seleno]phenes via Hexadehydro-Diels–Alder Domino Cyclization

  2019cites this paper
• The role of sulfur and heavier chalcogens in the chemistry of antioxidants

  2019influential citation
• Synthesis of new selenium-containing analogs of phenozan acid

  2019cites this paper
• Synthesis, crystal structures and antioxidant studies of Pd(II) and Ru(II) complexes of 2-(4-methoxyphenyltelluro) ethanol

  2019cites this paper
• 5-Hydroxy-2,3-dihydrobenzofuran-derived polyfunctional antioxidants 3. Synthesis and antioxidant activity of 2-dodecylthiomethyland 2-dodecylselenomethyl-5-hydroxy-4,6,7-trimethyl-2,3-dihydrobenzofurans

  2018cites this paper
• Multifunctional Antioxidants with High Activity at Elevated Temperatures Based on Intramolecular Synergism

  2018cites this paper
• Heteroatom-Centred Radicals for the Synthesis of Heterocyclic Compounds

  2018cites this paper
• Bioactive Organoselenium Compounds and Therapeutic Perspectives

  2018cites this paper
• 5-Hydroxy-2,3-dihydrobenzofuran-derived polyfunctional antioxidants 2. Synthesis of 2-dodecylselenomethyl-5-hydroxy-2,3-dihydrobenzofurans and their antioxidant profile versus 2-dodecylthiomethyl-substituted analogs

  2018cites this paper
• Synthesis of selenium-containing derivatives of para-bromopropyl-substituted phenols

  2018cites this paper
• Incorporation and delivery of an organoselenium antioxidant from a brushite cement

  2017cites this paper
• Developmental PBDE Exposure and IQ/ADHD in Childhood: A Systematic Review and Meta-analysis

  2017cites this paper
• Selenium- and Tellurium-Based Antioxidants for Modulating Inflammation and Effects on Osteoblastic Activity

  2017cites this paper
• Dissociation energies of O–H bonds in alkylseleno- and alkyltelluro-substituted phenols

  2017cites this paper
• Chain-Breaking Phenolic 2,3-Dihydrobenzo[b]selenophene Antioxidants: Proximity Effects and Regeneration Studies.

  2017cites this paper
• A synergic nanoantioxidant based on covalently modified halloysite-trolox nanotubes with intra-lumen loaded quercetin.

  2016cites this paper
• Regenerable Radical-Trapping Tellurobistocopherol Antioxidants.

  2016cites this paper
• Recent advances in the chemistry of selenium-containing heterocycles: Five-membered ring systems

  2016cites this paper
• A mechanistic study of the synthesis, single crystal X-ray data and anticarcinogenic potential of bis(2-pyridyl)selenides and -diselenides

  2015cites this paper
• Advantages and limitations of common testing methods for antioxidants

  2015cites this paper
• Antioxidant Activity of Magnolol and Honokiol: Kinetic and Mechanistic Investigations of Their Reaction with Peroxyl Radicals.

  2015cites this paper
• Acylated anthocyanins from sprouts of Raphanus sativus cv. Sango: isolation, structure elucidation and antioxidant activity.

  2015cites this paper
• Fatty Acid Conjugates of Water‐Soluble (±)‐trans‐Selenolane‐3,4‐diol: Effects of Alkyl Chain Length on the Antioxidant Capacity

  2015cites this paper
• Synthesis, characterization, and structure of trans-3,4-dihydroxy-1-selenolane {DHS(OH)2} substituted derivatives

  2015cites this paper
• Synthesis and Antioxidant Activity of New Thiazole Analogues Possessing Urea, Thiourea, and Selenourea Functionality

  2015cites this paper
• Rearrangements of Organoselenium and Organotellurium Compounds

  2014cites this paper
• Advances in radical-trapping antioxidant chemistry in the 21st century: a kinetics and mechanisms perspective.

  2014cites this paper
• Pyridoxine-derived organoselenium compounds with glutathione peroxidase-like and chain-breaking antioxidant activity.

  2014cites this paper
• Synthesis and biological evaluation of new nitrogen-containing diselenides.

  2014cites this paper
• Synthesis of Biologically Relevant Small Molecules Containing Selenium. Part A. Antioxidant Compounds

  2013cites this paper
• Antioxidant generation and regeneration in lipid bilayers: the amazing case of lipophilic thiosulfinates and hydrophilic thiols.

  2013cites this paper
• Turning pyridoxine into a catalytic chain-breaking and hydroperoxide-decomposing antioxidant.

  2013cites this paper
• Synthesis and bioactivity profile of 5-s-lipoylhydroxytyrosol-based multidefense antioxidants with a sizeable (poly)sulfide chain.

  2013cites this paper
• Antioxidant activity of essential oils.

  2013cites this paper
• Multi-faceted reactivity of alkyltellurophenols towards peroxyl radicals: catalytic antioxidant versus thiol-depletion effect.

  2013cites this paper
• Fluxional cyclic seleninate ester: NMR and computational studies, glutathione peroxidase-like behavior, and unexpected rearrangement.

  2013cites this paper
• Antioxidants in Chemistry and Biology

  2012cites this paper
• GPx-Like activity of selenides and selenoxides: experimental evidence for the involvement of hydroxy perhydroxy selenane as the active species.

  2012cites this paper
• Activation of Peroxides by Organoselenium Catalysts: A Synthetic and Biological Perspective

  2011cites this paper
• Selective synthesis of novel 2-imino-1,3-selenazolidin-4-ones and 2-amino-1,3,4-selenadiazin-5-ones from isoselenocyanates

  2011cites this paper
• Advances in Free Radical Reactions of Organoselenium and Organotellurium Compounds

  2011cites this paper
• Biologically significant selenium-containing heterocycles

  2011cites this paper
• Organochalcogen substituents in phenolic antioxidants.

  2010cites this paper
• Long-lasting antioxidant protection: a regenerable BHA analogue.

  2010cites this paper
• Exploring a synthetic organoselenium compound for antioxidant pharmacotherapy--toxicity and effects on ROS-production.

  2010cites this paper
• Catalytic chain-breaking pyridinol antioxidants.

  2010cites this paper
• Microwave-assisted Synthesis of Diaryl Selenides. Elucidation of Cu(I)-catalyzed Reaction Mechanism

  2010cites this paper
• Chapter 5.1 Five-membered ring systems: thiophenes and Se/Te analogues

  2009cites this paper
• Catalytic chain-breaking pyridinol antioxidants.

  2008cites this paper
• SUPPLEMENTATION OF LONG CHAIN N‐3 POLYUNSATURATED FATTY ACIDS INCREASES THE UTILIZATION OF LYCOPENE IN CULTURED AIRWAY EPITHELIAL CELLS

  2008cites this paper
• Dissociation energies of O-H bonds in natural antioxidants

  2008cites this paper
• Antioxidant profile of ethoxyquin and some of its S, Se, and Te analogues.

  2007cites this paper