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首页> 外文期刊>Chemistry: A European journal >Effect of Molecular Interactions on Electron-Transfer and Antioxidant Activity of Bis(alkanol)selenides: A Radiation Chemical Study
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Effect of Molecular Interactions on Electron-Transfer and Antioxidant Activity of Bis(alkanol)selenides: A Radiation Chemical Study

机译：分子相互作用对硒代双（烷醇）硒化物的电子转移和抗氧化活性的影响：辐射化学研究

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摘要

Understanding electron-transfer processes is crucial for developing organoselenium compounds as antioxidants and anti-inflammatory agents. To find new redoxactive selenium antioxidants, we have investigated one-electron-transfer reactions between hydroxyl ((OH)-O-center dot) radical and three bis(alkanol)selenides (SeROH) of varying alkyl chain length, using nanosecond pulse radiolysis. (OH)-O-center dot radical reacts with SeROH to form radical adduct, which is converted primarily into a dimer radical cation (>Se therefore Se)(+) and alpha-{bis-(hydroxyl alkyl)}-selenomethine radical along with a minor quantity of an intramolecularly stabilized radical cation. Some of these radicals have been subsequently converted to their corresponding selenoxide, and formaldehyde. Estimated yield of these products showed alkyl chain length dependency and correlated well with their antioxidant ability. Quantum chemical calculations suggested that compounds that formed more stable (> Se therefore Se<)(+), produced higher selenoxide and lower formaldehyde. Comparing these results with those for sulfur analogues confirmed for the first time the distinctive role of selenium in making such compounds better antioxidants.
机译：了解电子转移过程对于开发有机硒化合物作为抗氧化剂和抗炎剂至关重要。为了找到新的氧化还原活性硒抗氧化剂，我们使用纳秒脉冲辐射分解技术研究了羟基（（OH）-O-中心点）自由基与三种烷基链长不同的双（链烷醇）硒化物（SeROH）之间的单电子转移反应。 （OH）-O-中心点自由基与SeROH反应形成自由基加合物，该自由基加合物主要转化为二聚体自由基阳离子（> Se，因此Se）（+）和α-{双-（羟烷基）}-硒代亚甲基自由基与少量的分子内稳定的自由基阳离子。这些自由基中的一些随后已转化为它们相应的亚硒酸盐和甲醛。这些产物的估计产率显示出烷基链长度依赖性，并与其抗氧化能力良好相关。量子化学计算表明，形成更稳定（> Se因此Se <）（+）的化合物产生更高的硒氧化物和更低的甲醛。将这些结果与硫类似物进行比较，首次确认了硒在使此类化合物成为更好的抗氧化剂方面的独特作用。

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