3种新型查尔酮衍生物的合成及抗氧化活性

Synthesis and Antioxidant Activities of Three Classes of New Chalcone Derivatives

以查尔酮为起始原料,经缩合反应得到双查尔酮类、查尔酮结构的黄酮醇类、查尔酮结构的黄酮类3种共8个查尔酮类衍生物化合物。分别用红外光谱、核磁共振波谱法、质谱法和元素分析法对化合物的结构进行确证。比较了查尔酮类衍生物化合物清除超氧阴离子自由基、羟自由基和1,1-二苯基-2-三硝基苯肼自由基的活性及相对还原能力,并将效果较好的化合物应用于油脂中,对其抗氧化性能进行研究。结果表明:当样品质量浓度为0.5 mg/m L时,多数查尔酮类衍生物化合物具有显著的自由基清除活性,其中双查尔酮类化合物2对油脂抗氧化作用较强,优于VC对照组。

Three classes of chalcone derivatives including three dichalcones, one flavonol compound containing chalcone structure and four flavone compounds containing chalcone structure were synthesized from chalcone by condensation reactions. These new compounds were characterized by infrared spectroscopy（IR）, nuclear magnetic resonance（NMR）, mass spectrometry（MS） and elementary analysis（EA）. Their scavenging effects on superoxide radical（O2-·）, hydroxyl radical（·OH）, 1,1-diphenyl-2-picrylhydrazyl（DPPH） radical and their total reducing capacities were measured and compared. The antioxidant protection of some compounds with higher free radical scavenging capacity on edible oils was also studied. The results showed that most of the chalcone derivative compounds at the concentration of 0.5 mg/m L had significant scavenging effects on all the tested free radicals and that among these derivatives, the dichalcone compound 2 had stronger antioxidant effect on edible oils than VC.