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褪黑素与膜模型的相互作用:褪黑素在AOT和卵磷脂反胶束中的分配

Interactions of melatonin with membrane models: portioning of melatonin in AOT and lecithin reversed micelles.

作者信息

Ceraulo L, Ferrugia M, Tesoriere L, Segreto S, Livrea M A, Turco Liveri V

机构信息

Dipartimento di Chimica e Tecnologie Farmaceutiche, Palermo, Italy.

出版信息

J Pineal Res. 1999 Mar;26(2):108-12. doi: 10.1111/j.1600-079x.1999.tb00570.x.

Abstract

The interaction of melatonin with water containing either sodium bis (2-ethylhexyl) sulfosuccinate (AOT) or soybean phosphatidylcholine (lecithin) reversed micelles has been investigated by UV absorption spectroscopy, at a molar ratio of melatonin:surfactant 1:800 for AOT and 1:400 for lecithin reversed micelles, and by varying the water:surfactant molar ratio (R). Our results suggest that in the presence of domains from apolar organic solvent to surfactant and to water, melatonin positions itself in the micellar phase, with a preferential location in the surfactant polar head group domain, independent of the nature of the surfactant and the amount of water encapsulated into the micellar core. Effects are due to the hydrophilic and lipophilic moieties of melatonin. The effectiveness of melatonin as an electron donor and free radical scavenger has been recently recognized. While supporting the hypothesis that melatonin may provide antioxidant protection without the benefit of receptors, present findings may suggest that the molecule could easily scavenge aqueous as well as lipophilic radicals.

摘要

通过紫外吸收光谱法,在褪黑素与表面活性剂的摩尔比为1:800(对于双(2-乙基己基)磺基琥珀酸钠(AOT)反胶束)和1:400(对于卵磷脂反胶束)的条件下,并通过改变水与表面活性剂的摩尔比(R),研究了褪黑素与含有双(2-乙基己基)磺基琥珀酸钠(AOT)或大豆卵磷脂的反胶束之间的相互作用。我们的结果表明,在从非极性有机溶剂到表面活性剂再到水的区域存在的情况下,褪黑素自身定位在胶束相中,优先位于表面活性剂极性头部基团区域,这与表面活性剂的性质以及包裹在胶束核心中的水量无关。这些效应归因于褪黑素的亲水和亲脂部分。褪黑素作为电子供体和自由基清除剂的有效性最近已得到认可。在支持褪黑素可能在没有受体参与的情况下提供抗氧化保护这一假设的同时,目前的研究结果可能表明该分子可以轻松清除水性和亲脂性自由基。

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