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Electron- and energy-transfer properties of hydrophilic carotenoids

机译：亲水类胡萝卜素的电子和能量转移性能

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摘要

The antioxidant activities - expressed as the electron-donating properties-of five hydrophilic carotenoids (carotenoid surfactants) and three related hydrophobic carotenoids were investigated by flash photolysis. The electron-transfer rates of the carotenoids to the triplet state of the sensitizer 2-nitronaphthalene and the energy transfer rates of triplet 2-nitronaphthalene to the carotenoids were determined. The results demonstrate that the electron-donating effects of the hydrophilic and hydrophobic carotenoids were comparable when evaluated in acetonitrile. In the presence of water, however, electron transfer (i.e., antioxidant efficiency) was enhanced by a factor of four for the hydrophilic carotenoids. The increased hydrophilicity of carotenoids, therefore, could expand their antioxidant properties, thus facilitating their use as aqueous-phase radical scavengers. At the same time, it was shown that supramolecular assembly ("aggregation") of the amphiphilic carotenoids prevented electron transfer, thus deactivating the antioxidant function. Modulation of the biophysical properties of carotenoids through synthetic modification is capable of increasing the biological and medical utility of this natural class of predominantly hydrophobic antioxidant compound.
机译：通过闪光光解研究抗氧化活性 - 表达为五种亲水类胡萝卜素（类胡萝卜素表面活性剂）和三种相关的疏水类胡萝卜素的施用性能。测定了对敏化剂2-硝基萘的三重态的三重态状态的电子传递速率和三重素2-硝基萘的能量传递速率与类胡萝卜素。结果表明，当在乙腈中评价时，亲水和疏水类胡萝卜素的电子赋予效果可比。然而，在水的存在下，对于亲水类胡萝卜素的四个倍数，增强了电子转移（即抗氧化效率）。因此，类胡萝卜素的亲水性增加可以扩展其抗氧化性能，从而促进它们用作水性相自由基清除剂。同时，显示两亲甲类动物骨的超分子组件（“聚集”）防止电子转移，从而使抗氧化功能失活。通过合成改性调节类胡萝卜素的生物物理性质能够增加这种自然类主要疏水性抗氧化剂化合物的生物学和医学用途。

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