CAJ | 학술논문

运用密度泛函理论（Density Function Theory, DFT）中的B3LYP方法，6-31G(d)基组水平上计算了65种酚羟基取代的异黄酮类化合物的前线轨道能级和 O-H 键离解能（BDE），并讨论了这些化合物抗氧化活性的构效关系。结果表明，B 环为异黄酮类化合物抗氧化、清除自由基的主要活性部位；C环的2-OH是必要的增效酚羟基，在增强抗氧化活性具有非常重要的作用；在C2位羟基作用下4’-OH可以显著增强异黄酮类化合物的抗氧化活性，同时3’-OH对4’-OH的协同作用增强了4’位羟基的活性。在所有标题化合物中，C3(2,3,4’-三羟基异黄酮)、C13(2,3,4’,5’-四羟基异黄酮)和C22(2,3,3’,4’,5’-五羟基异黄酮)具有较强的清除自由基活性，可作为潜在的高效抗氧化剂。
운용밀도범함이론（Density Function Theory, DFT）중적B3LYP방법，6-31G(d)기조수평상계산료65충분간기취대적이황동류화합물적전선궤도능급화 O-H 건리해능（BDE），병토론료저사화합물항양화활성적구효관계。결과표명，B 배위이황동류화합물항양화、청제자유기적주요활성부위；C배적2-OH시필요적증효분간기，재증강항양화활성구유비상중요적작용；재C2위간기작용하4’-OH가이현저증강이황동류화합물적항양화활성，동시3’-OH대4’-OH적협동작용증강료4’위간기적활성。재소유표제화합물중，C3(2,3,4’-삼간기이황동)、C13(2,3,4’,5’-사간기이황동)화C22(2,3,3’,4’,5’-오간기이황동)구유교강적청제자유기활성，가작위잠재적고효항양화제。
We systematically studied frontier orbital energy levels and O-H bond dissociation energies (BDEs) of 65 phenolic hydroxyl substituted isoflavones by the B3LYP method of density function theory (DFT) with 6-31G(d) basis set. The results show that the B ring is the major active fractions of scavenge free radicals. The 2-OH play a very important role in enhancing antioxidant activity. In addition, the 4’-OH is the most active one under influence of the 2-OH. And, the cooperative effect of 3’-OH improves the activity of 4’-OH. Among these isoflavone compounds, C3(3,4’-OH), C13(3,4’,5’-OH) or C22(3,3’,4’,5’-OH) has the highest activity to scavenge free radicals, suggesting that they may be regarded to be promising candidates for high effective antioxidants.