Shimizu Wakana, Shoji Yoshimi, Ohkubo Kei, Ito Hiromu, Nakanishi Ikuo, Fukuhara Kiyoshi
Division of Organic and Medicinal Chemistry, Showa University School of Pharmacy, Shinagawa-ku, Tokyo 142-8555, Japan.
Quantum RedOx Chemistry Team, Quantum Life Spin Group, Institute for Quantum Life Science (iQLS), National Institutes for Quantum Science and Technology (QST), Chiba-shi, Chiba 263-8555, Japan.
Antioxidants (Basel). 2024 Sep 25;13(10):1165. doi: 10.3390/antiox13101165.
Planar catechin (PCat), a natural antioxidant with a fixed 3D catechin structure on a plane, exhibits radical-scavenging activity approximately five times stronger than the conventional catechin. We synthesized a compound, PCat-TrOH, by binding Trolox (TrOH), an α-tocopherol analog, to PCat to enhance its antioxidant effect against oxidative stress, such as lipid peroxidation. TrOH shows radical-scavenging activity about 6.5 times greater than PCat, and PCat-TrOH exhibited a similar level of radical-scavenging activity to TrOH. Additionally, PCat-TrOH demonstrated twice the radical-scavenging activity against reactive oxygen species compared to PCat or TrOH. This compound is also expected to exhibit an excellent antioxidant effect against lipid peroxidation caused by radical chain reactions, through interactions with vitamin C, similar to that in the case of α-tocopherol.
平面儿茶素（PCat）是一种在平面上具有固定三维儿茶素结构的天然抗氧化剂，其自由基清除活性比传统儿茶素强约五倍。我们通过将α-生育酚类似物Trolox（TrOH）与PCat结合，合成了一种化合物PCat-TrOH，以增强其对氧化应激（如脂质过氧化）的抗氧化作用。TrOH的自由基清除活性比PCat高约6.5倍，而PCat-TrOH表现出与TrOH相似水平的自由基清除活性。此外，与PCat或TrOH相比，PCat-TrOH对活性氧的自由基清除活性是其两倍。这种化合物还有望通过与维生素C相互作用，对自由基链反应引起的脂质过氧化表现出优异的抗氧化作用，类似于α-生育酚的情况。
