Department of Microbial Biotechnology, School of Biological Sciences, Tehran North Branch, Islamic Azad University, Tehran, Iran.
Department of Medicinal Chemistry, School of Pharmacy and Pharmaceutical Sciences, Isfahan University of Medical Sciences, Isfahan, Iran.
J Mol Model. 2021 Aug 31;27(9):271. doi: 10.1007/s00894-021-04891-1.
The following review article attempts to compare the antioxidant activity of the compounds. For this purpose, density functional theory/Becke three-parameter Lee-Yang-Parr (DFT/B3LYP) methodology was carried out instead of using pharmacological methodologies because of economic benefits and high accuracy. This methodology filtrates the compounds with the lowest antioxidant activity. At first, the Koopmans' theorem was carried out to calculate some descriptors to compare antioxidants. The energy of the highest occupied molecular orbitals (HOMO) was accepted as the best indicator, and then some studies confirmed that the highest occupied molecular orbital/lowest unoccupied molecular orbital (HOMO-LUMO) energy gap is the more precise descriptor. Although it would be better to compare spin density distribution (SDD) on the oxygen of the corresponding radical in the polarizable continuum model (PCM) to evaluate their capability to chain reaction inhibition. Next, it was mentioned that in the multi-target directed ligands (MTDLs), the antioxidant is connected to other moieties in para positions to create better antioxidants or novel hybrid compounds. Indeed, SDD was introduced as a descriptor for MTDL antioxidant effectiveness. Then, the relation between antioxidants and aromaticity was investigated. The more the aromaticity of an antioxidant, the more stable the corresponding radical is. Subsequently, in preferred antioxidant activity, it was defined that the hydrogen atom transfer (HAT) mechanism is more favored in metabolism phase I. It has been seen that the solvent model can change the antioxidant mechanism. Therefore, the solvent model is more important than the chemical structure of antioxidants, and an ideal antioxidant should be evaluated in PCM for pharmacological evaluations.
这篇综述文章试图比较化合物的抗氧化活性。为此，采用密度泛函理论/Becke 三参数 Lee-Yang-Parr（DFT/B3LYP）方法代替药理学方法，因为该方法具有经济效益高、准确性高等优点。这种方法筛选出抗氧化活性最低的化合物。首先，进行 Koopmans 定理计算以得到一些描述符来比较抗氧化剂。最高占据分子轨道（HOMO）的能量被认为是最佳指标，然后一些研究证实 HOMO-LUMO 能隙是更精确的描述符。尽管在极化连续模型（PCM）中比较相应自由基上氧的自旋密度分布（SDD）以评估它们抑制链式反应的能力会更好。接下来，提到在多靶点定向配体（MTDL）中，抗氧化剂连接到其他部分的对位以产生更好的抗氧化剂或新型杂合化合物。实际上，SDD 被引入作为 MTDL 抗氧化剂有效性的描述符。然后，研究了抗氧化剂与芳香性之间的关系。抗氧化剂的芳香性越大，相应的自由基就越稳定。随后，在首选抗氧化活性中，定义氢原子转移（HAT）机制在代谢 I 相中更为有利。已经看到溶剂模型可以改变抗氧化剂机制。因此，溶剂模型比抗氧化剂的化学结构更重要，理想的抗氧化剂应在 PCM 中进行评估以进行药理学评价。
