Abstract Many natural products play important roles as antioxidants and represent useful scaffolds for the development of new agents. Particularly, polyphenols in which oxygenated xanthones can be included have proven their efficacy as antioxidants for several applications. To better understand the antioxidant potential of oxygenated xanthones, a library of twenty mono and di-oxygenated xanthones was investigated. The antioxidant properties were evaluated by their 2,2-diphenyl-1-picrylhydrazyl (DPPH) and peroxyl radical scavenging effect as well as their inhibitory effect on the prooxidant enzyme myeloperoxidase (MPO). A quantitative structure-activity relationship (QSAR) model predicted the maximal atomic partial charge (Qmax) as the descriptor being implied in the antioxidant activity of the referred xanthones. From the antioxidant screening, emerged the hit compound, 1,2-dihydroxyxanthone ( 10 ), that was further characterized for its chelating properties and its effect on a human keratinocyte cell line. Taken together, the results suggest the possible effectiveness of xanthone derivatives as antioxidants with potential for topical administration.

中文翻译：

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含氧氧杂蒽酮衍生物的计算机模拟和体外抗氧化和细胞毒性评估

摘要 许多天然产物作为抗氧化剂发挥着重要作用，并代表了开发新药剂的有用支架。特别是，其中可以包含氧化氧杂蒽酮的多酚已证明其作为抗氧化剂的功效适用于多种应用。为了更好地了解氧化氧杂蒽酮的抗氧化潜力，研究了二十个单和双氧合氧杂蒽酮的库。通过它们的 2,2-二苯基-1-苦基肼 (DPPH) 和过氧自由基清除作用以及它们对促氧化酶髓过氧化物酶 (MPO) 的抑制作用来评估抗氧化性能。定量构效关系 (QSAR) 模型预测最大原子部分电荷 (Qmax) 作为暗示在提及的氧杂蒽酮的抗氧化活性中的描述符。从抗氧化剂筛选，出现了命中化合物 1,2-二羟基呫吨酮 (10)，进一步表征了其螯合特性及其对人角质形成细胞系的影响。总之，结果表明氧杂蒽酮衍生物作为具有局部给药潜力的抗氧化剂的可能有效性。