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姜黄素的细胞内 ROS 保护效率和自由基清除活性。

Intracellular ROS protection efficiency and free radical-scavenging activity of curcumin.

机构信息

Research Institute for Fundamental Sciences (RIFS), University of Tabriz, Tabriz, Iran.

出版信息

PLoS One. 2011;6(10):e26012. doi: 10.1371/journal.pone.0026012. Epub 2011 Oct 10.

Abstract

Curcumin has many pharmaceutical applications, many of which arise from its potent antioxidant properties. The present research examined the antioxidant activities of curcumin in polar solvents by a comparative study using ESR, reduction of ferric iron in aqueous medium and intracellular ROS/toxicity assays. ESR data indicated that the steric hindrance among adjacent big size groups within a galvinoxyl molecule limited the curcumin to scavenge galvinoxyl radicals effectively, while curcumin showed a powerful capacity for scavenging intracellular smaller oxidative molecules such as H₂O₂, HO•, ROO•. Cell viability and ROS assays demonstrated that curcumin was able to penetrate into the polar medium inside the cells and to protect them against the highly toxic and lethal effects of cumene hydroperoxide. Curcumin also showed good electron-transfer capability, with greater activity than trolox in aqueous solution. Curcumin can readily transfer electron or easily donate H-atom from two phenolic sites to scavenge free radicals. The excellent electron transfer capability of curcumin is because of its unique structure and different functional groups, including a β-diketone and several π electrons that have the capacity to conjugate between two phenyl rings. Therfore, since curcumin is inherently a lipophilic compound, because of its superb intracellular ROS scavenging activity, it can be used as an effective antioxidant for ROS protection within the polar cytoplasm.

摘要

姜黄素具有许多药物应用,其中许多应用源于其强大的抗氧化特性。本研究通过使用 ESR、在水介质中还原三价铁和细胞内 ROS/毒性测定的比较研究,考察了姜黄素在极性溶剂中的抗氧化活性。ESR 数据表明,在半胱氨酸分子内相邻大尺寸基团之间的空间位阻限制了姜黄素有效地清除半胱氨酸自由基,而姜黄素表现出清除细胞内较小氧化分子(如 H₂O₂、HO•、ROO•)的强大能力。细胞活力和 ROS 测定表明,姜黄素能够穿透细胞内的极性介质,并保护它们免受过氧化枯烯的高度毒性和致命影响。姜黄素还表现出良好的电子转移能力,在水溶液中的活性大于 Trolox。姜黄素可以从两个酚基位点轻易地转移电子或容易地供氢原子以清除自由基。姜黄素的优异电子转移能力是由于其独特的结构和不同的官能团,包括β-二酮和几个π电子,这些电子具有在两个苯环之间共轭的能力。因此,由于姜黄素本身是一种亲脂性化合物,由于其出色的细胞内 ROS 清除活性,它可以用作极性细胞质中 ROS 保护的有效抗氧化剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/06ac/3189944/f00b3ab126cf/pone.0026012.g001.jpg

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