Effect of functional groups on antioxidant properties of substituted selenoethers
| Autor: | Beena G. Singh, Michio Iwaoka, Ananda S. Hodage, P. P. Bag, Vimal K. Jain, K.I. Priyadarsini, P. Prabhu |
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| Rok vydání: | 2011 |
| Předmět: |
Antioxidant
DNA damage medicine.medical_treatment chemistry.chemical_element Selenic Acid Photochemistry Biochemistry Medicinal chemistry Antioxidants chemistry.chemical_compound Selenium Selenide medicine Hydrogen peroxide Selenium Compounds Carbon Tetrachloride Chromatography High Pressure Liquid chemistry.chemical_classification Glutathione Peroxidase Glutathione peroxidase Molecular Mimicry General Medicine Glutathione Free Radical Scavengers Solutions chemistry Radiolysis Pulse Radiolysis Oxidation-Reduction NADP DNA Damage Ethers Plasmids |
| Zdroj: | Free radical research. 45(4) |
| ISSN: | 1029-2470 |
| Popis: | Selenoethers attached to functional groups through propyl chain viz., bis(3-carboxypropyl)selenide (SeBA), bis(3-hydroxypropyl)selenide (SePOH) and bis(3-aminopropyl)selenide dihydrochloride (SePAm), have been examined for their ability to inhibit peroxyl radical mediated DNA damage, peroxyl radical scavenging ability and glutathione peroxidase (GPx) like activity. The DNA damage was monitored by gel electrophoresis, bimolecular rate constants for scavenging of model peroxyl radical were determined by pulse radiolysis and the GPx activity was followed by their ability to reduce hydrogen peroxide in the presence of glutathione utilizing NADPH decay and HPLC analysis. Among these compounds, SeBA showed maximum DNA protecting activity and it was also the most efficient in scavenging peroxyl radicals with the highest GPx mimicking activity. Quantum chemical calculations confirmed that SeBA with the highest energy level of HOMO (highest occupied molecular orbital) is the easiest to undergo oxidation and therefore exhibits better radical scavenging, GPx mimicking and DNA protecting activity than SePOH or SePAm. |
| Databáze: | OpenAIRE |
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