Medigue Nor El Houda, Bouakouk-Chitti Zohra, Bechohra Lina Linda, Kellou-Taïri Safia
Laboratoire de Physico-chimie Théorique et Chimie Informatique, Faculté de chimie, USTHB, BP 32 El Alia, Bab Ezzouar, Alger, Algeria.
J Mol Model. 2021 May 31;27(6):192. doi: 10.1007/s00894-021-04768-3.
The chemical behavior of Curcumin and its derivatives as antioxidant and metal chelator has become the subject of intense experimental research. In this work, a theoretical study was conducted with the aim to investigate whether the acetylation of the aromatic group in Curcumin, which makes it more lipophilic, will alter its biological activities. Also, we selected from the literature metal complexes of Curcumin and its diacetylated derivative with Ga(III) and In(III), in order to discriminate the molecular active sites of the investigated molecules in which the oxidative process occurs and to obtain information about their antioxidation mechanisms. The geometrical structures and electronic properties of these compounds have been obtained using the density functional theory (DFT) method, known for its accurate results. As our other objective is to understand the factors driving biological behavior of all the studied compounds as well as the impact of the metal complexation of Curcumin and its diacetylated derivative, we provided here evidences to explain experimental observations from a molecular reactivity perspective.
姜黄素及其衍生物作为抗氧化剂和金属螯合剂的化学行为已成为深入实验研究的主题。在这项工作中,进行了一项理论研究,旨在探究姜黄素中芳香基团的乙酰化(这使其更具亲脂性)是否会改变其生物活性。此外,我们从文献中选取了姜黄素及其二乙酰化衍生物与Ga(III)和In(III)的金属配合物,以便区分所研究分子中发生氧化过程的分子活性位点,并获取有关其抗氧化机制的信息。这些化合物的几何结构和电子性质已使用以准确结果著称的密度泛函理论(DFT)方法获得。由于我们的另一个目标是了解驱动所有研究化合物生物行为的因素以及姜黄素及其二乙酰化衍生物金属络合的影响,我们在此提供证据,从分子反应性的角度解释实验观察结果。