燕麦酚类物质阿魏酸酰胺抗自由基特性的量子化学研究
Quantum chemical investigation of the antiradical property of avenanthramides, oat phenolics.
作者信息
Sumayya P C, Babu Godsa Merin, Muraleedharan K
机构信息
Laboratory of Computational Chemistry, Department of Chemistry, Faculty of Science, University of Calicut, Malappuram, 673635, India.
出版信息
Heliyon. 2021 Feb 2;7(2):e06125. doi: 10.1016/j.heliyon.2021.e06125. eCollection 2021 Feb.
Avenanthramides (AVs) are polyphenolic components found in oats. The present work is devoted to the exploration of structure-based radical scavenging activity of nine AVs; and , using M06-2X functional level of density functional theory with basis set 6-31+G(d, p) both in gas and ethanol medium. The act of compounds towards the electron transfer mechanism was analyzed with the help of a Donor-acceptor map (DAM) and classified as antioxidants and anti-reductants. The main mechanism of radical action, HAT, SET-PT, and SPLET were examined and found to be the preference of HAT and SPLET respectively in the gas phase and ethanol medium. The computed quantum mechanical atom in molecule (QTAIM) parameters; the intramolecular H-bonding, Noncovalent interactions, aromaticity also acted as pillars to supports the activity of compounds. The activity was found to be increasing with the stabilizing group ortho to the reactive phenolic OH group.
燕麦酰胺（AVs）是燕麦中发现的多酚类成分。目前的工作致力于探索9种燕麦酰胺基于结构的自由基清除活性；并在气相和乙醇介质中使用密度泛函理论的M06-2X功能水平和基组6-31+G(d, p)。借助供体-受体图（DAM）分析了化合物对电子转移机制的作用，并将其分类为抗氧化剂和抗还原剂。研究了自由基作用的主要机制，即氢原子转移（HAT）、单电子转移-质子转移（SET-PT）和分步质子电子转移（SPLET），发现在气相和乙醇介质中分别以HAT和SPLET为主。计算得到的量子力学分子中的原子（QTAIM）参数；分子内氢键、非共价相互作用、芳香性也作为支持化合物活性的支柱。发现活性随着与反应性酚羟基邻位的稳定基团而增加。
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