Zhou Huakang, Li Xiangzhou, Shang Yaxuan, Chen Kai
School of Materials Science and Engineering, Central South University of Forestry and Technology, Changsha 410004, China.
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China.
Antioxidants (Basel). 2019 Nov 26;8(12):590. doi: 10.3390/antiox8120590.
Puerarin is a C-glycoside of daidzein, one of the major bioactive ingredients isolated from the root of , which has a wide spectrum of pharmacological effects. Although puerarin is well-known for its effective antioxidant activity, there is seldom a systematic theoretical study on its radical scavenging activity. Herein, the free radical scavenging ability of puerarin was investigated systematically by density functional theory (DFT) calculations. The reaction activity was compared with daidzein as well. Three reaction pathways: hydrogen atom transfer (HAT), single electron transfer followed by proton transfer (SET-PT), and sequential proton loss electron transfer (SPLET) were discussed and compared by thermodynamic parameters such as bond dissociation enthalpy (BDE), ionization potential (IP), proton dissociation enthalpy (PDE), proton affinity (PA), and electron transfer enthalpy (ETE). The reaction kinetics of puerarin with special radicals •OH and •OOH were also studied. The results obtained may be of great significance for better understanding the relationship between the antioxidant properties and structural design of puerarin, as well as other antioxidants.
葛根素是大豆苷元的C-糖苷，是从葛根根部分离出的主要生物活性成分之一，具有广泛的药理作用。尽管葛根素以其有效的抗氧化活性而闻名，但很少有关于其自由基清除活性的系统理论研究。在此，通过密度泛函理论（DFT）计算系统地研究了葛根素的自由基清除能力。还将其反应活性与大豆苷元进行了比较。通过诸如键解离焓（BDE）、电离势（IP）、质子解离焓（PDE）、质子亲和势（PA）和电子转移焓（ETE）等热力学参数，讨论并比较了氢原子转移（HAT）、单电子转移后质子转移（SET-PT）和顺序质子损失电子转移（SPLET）这三种反应途径。还研究了葛根素与特定自由基•OH和•OOH的反应动力学。所得结果对于更好地理解葛根素以及其他抗氧化剂的抗氧化性能与结构设计之间的关系可能具有重要意义。
