State Key Laboratory of Refractories and Metallurgy, Wuhan University of Science and Technology, Wuhan 430081, China.
Hubei Province Key Laboratory of Coal Conversion and New Carbon Materials, School of Chemistry and Chemical Engineering, Wuhan University of Science and Technology, Wuhan 430081, China.
Molecules. 2019 Jan 29;24(3):485. doi: 10.3390/molecules24030485.
Developing antioxidants with high efficiency is fundamentally important for the protection of living cells and engineering materials against oxidative damage. In this present study, two azocalix[4]arene derivatives were synthesized via a diazo coupling reaction between calix[4]arene and diazonium salts. Their antiradical and antioxidative performances were evaluated by hydroxyl radical scavenging and pyrogallol autoxidation inhibition experiments. Combined with theoretical studies, the antiradical and antioxidative mechanisms have been explored. The results demonstrated that these two azocalix[4]arene derivatives both exhibited remarkable antiradical and antioxidative activity. The macrocyclic framework of the calix[4]arene and para-azo substituent group at the upper rim of calix[4]arene contributed synergistically and importantly to its excellent antiradical and antioxidant activity.
开发高效的抗氧化剂对于保护活细胞和工程材料免受氧化损伤至关重要。在本研究中，通过重氮偶联反应将间苯二酚和重氮盐与杯[4]芳烃偶联，合成了两种杯[4]芳烃衍生物。通过羟基自由基清除和邻苯三酚自氧化抑制实验评价了它们的抗氧化性能。结合理论研究，探讨了其抗氧化机制。结果表明，这两种杯[4]芳烃衍生物均表现出显著的抗氧化活性。杯[4]芳烃的大环骨架和杯[4]芳烃上口对位取代的偶氮取代基协同并重要地促进了其优异的抗氧化活性。
