Centro Interdisciplinar de Investigação Bioquímica-CIIB, Universidade de Mogi das Cruzes-UMC, SP, Brazil.
Free Radic Res. 2010 Sep;44(9):1054-63. doi: 10.3109/10715762.2010.498826.
The antioxidant properties of the phenothiazine nucleus (PHT) associated with mitochondrial membranes and liposomes were investigated. PHT exhibited hydrophobic interaction with lipid bilayers, as shown by the quenching of excited states of 1-palmitoyl-2[10-pyran-1-yl)]-decanoyl-sn-glycero-3-phophocholine (PPDPC) incorporated in phosphatidylcholine/phosphatidylethanolamine/cardiolipin liposomes, observed even in high ionic strength; and by the spectral changes of PHT following the addition of mitochondrial membranes. Inserted into bilayers, 5 microM PHT was able to protect lipids and cytochrome c against pro-oxidant agents and exhibited spectral changes suggestive of oxidative modifications promoted by the trapping of the reactive species. In this regard, PHT exhibited the ability to scavenge DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) free radical. PHT was also able to protect rat liver mitochondria against peroxide- and iron-induced oxidative damage and consequent swelling. At the concentration range in which the antioxidant properties were observed, PHT did not cause alterations in the membrane structure and function. This study contributes to the comprehension of the correlation structure and function of phenothiazines and antioxidant properties.
研究了与线粒体膜和脂质体相关的吩噻嗪核（PHT）的抗氧化特性。PHT 与脂质双层表现出疏水相互作用，如在高离子强度下观察到的 1-棕榈酰-2-[10-吡喃-1-基] - 癸酰基-sn-甘油-3-磷酸胆碱（PPDPC）掺入磷脂酰胆碱/磷脂酰乙醇胺/心磷脂脂质体中激发态的猝灭，以及线粒体膜加入后 PHT 的光谱变化。插入双层后，5μM 的 PHT 能够保护脂质和细胞色素 c 免受促氧化剂的侵害，并表现出提示活性物质捕获促进氧化修饰的光谱变化。在这方面，PHT 表现出清除 DPPH（2,2-二苯基-1-苦基肼水合物）自由基的能力。PHT 还能够保护大鼠肝线粒体免受过氧化物和铁诱导的氧化损伤和随后的肿胀。在观察到抗氧化特性的浓度范围内，PHT 不会引起膜结构和功能的改变。这项研究有助于理解吩噻嗪的结构与功能的相关性及其抗氧化特性。
