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Suppression of menthyl anthranilate (UV-A sunscreen)-sensitized singlet oxygen generation by Trolox and α-tocopherol.
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2020-05-29 , DOI: 10.1039/d0pp00023j Shogo Kitasaka 1 , Mikio Yagi 1 , Azusa Kikuchi 1
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2020-05-29 , DOI: 10.1039/d0pp00023j Shogo Kitasaka 1 , Mikio Yagi 1 , Azusa Kikuchi 1
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Menthyl anthranilate (MA, tradename meradimate) is a UV-A absorber. The interactions of ground-state molecular oxygen with the long-lived triplet state of MA produce singlet oxygen through energy transfer. The quantum yield of singlet oxygen generation is 0.12 in air-saturated ethanol. Kinetic traces of the near-IR phosphorescence of singlet oxygen generated by MA-photosensitization have been measured in the absence and presence of Trolox (a water-soluble analogue of vitamin E and a quencher of singlet oxygen) and α-tocopherol (vitamin E, a natural antioxidant) in ethanol. Fluorescence and transient absorption measurements suggest that Trolox and α-tocopherol quench the lowest excited singlet and triplet states of MA. As a result, Trolox and α-tocopherol suppress MA-photosensitized singlet oxygen generation. Not only the quenching of singlet oxygen but also the suppression of singlet oxygen generation is the mechanism of antioxidant properties of Trolox and α-tocopherol for MA. The ability of α-tocopherol to suppress the MA-photosensitized singlet oxygen generation in isododecane, used as a solvent for an oil-soluble UV absorber, is close to that in ethanol. Suppression of sunscreen-photosensitized singlet oxygen generation is an important method for the formulation of safe cosmetic sunscreens.
中文翻译：
Trolox和α-生育酚抑制邻氨基苯甲酸薄荷酯（UV-A防晒霜）致敏单线态氧的产生。
邻氨基苯甲酸薄荷酯（MA，商品名meradimate）是一种UV-A吸收剂。基态分子氧与MA的长寿命三重态的相互作用通过能量转移产生单重态氧。在空气饱和的乙醇中，产生单线态氧的量子产率为0.12。在不存在和存在Trolox（维生素E的水溶性类似物和单线态氧的猝灭剂）和α-生育酚（维生素E的存在和不存在）下，测量了由MA光敏化产生的单线态氧的近红外磷光的动力学轨迹。天然抗氧化剂）在乙醇中。荧光和瞬态吸收测量表明Trolox和α-生育酚可以猝灭MA的最低激发单重态和三重态。结果，Trolox和α-生育酚抑制了MA光敏单线态氧的产生。Trolox和α-生育酚对MA的抗氧化机理不仅是单线态氧的猝灭，而且单线态氧生成的抑制。α-生育酚在用作油溶性紫外线吸收剂的溶剂的异十二烷中抑制MA光敏单线态氧生成的能力与乙醇相当。抑制防晒剂光敏单线态氧的产生是配制安全的化妆品防晒剂的重要方法。
更新日期：2020-07-15
中文翻译：
Trolox和α-生育酚抑制邻氨基苯甲酸薄荷酯（UV-A防晒霜）致敏单线态氧的产生。
邻氨基苯甲酸薄荷酯（MA，商品名meradimate）是一种UV-A吸收剂。基态分子氧与MA的长寿命三重态的相互作用通过能量转移产生单重态氧。在空气饱和的乙醇中，产生单线态氧的量子产率为0.12。在不存在和存在Trolox（维生素E的水溶性类似物和单线态氧的猝灭剂）和α-生育酚（维生素E的存在和不存在）下，测量了由MA光敏化产生的单线态氧的近红外磷光的动力学轨迹。天然抗氧化剂）在乙醇中。荧光和瞬态吸收测量表明Trolox和α-生育酚可以猝灭MA的最低激发单重态和三重态。结果，Trolox和α-生育酚抑制了MA光敏单线态氧的产生。Trolox和α-生育酚对MA的抗氧化机理不仅是单线态氧的猝灭，而且单线态氧生成的抑制。α-生育酚在用作油溶性紫外线吸收剂的溶剂的异十二烷中抑制MA光敏单线态氧生成的能力与乙醇相当。抑制防晒剂光敏单线态氧的产生是配制安全的化妆品防晒剂的重要方法。
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