Engineering Faculty, Electrical-Electronics Engineering Department, Istanbul University-Cerrahpasa, Avcilar, Istanbul, Turkey.
Engineering Faculty, Department of Chemistry, Istanbul University-Cerrahpasa, Avcilar, Istanbul, Turkey.
J Biomol Struct Dyn. 2020 Feb;38(3):756-770. doi: 10.1080/07391102.2019.1587513. Epub 2019 Apr 2.
A new anthraquinone [1-(2-Aminoethyl)piperazinyl-9,10-dioxo-anthraquinone] derivative was synthesized and characterized by density functional theory (DFT) calculations, experimental and theoretical vibrational spectroscopy and NMR techniques. The most stable molecular structure of the title molecule was determined by DFT B3LYP method with 6-31++G(d,p) and 6-311++G(d,p) basis sets. The fundamental vibrational wavenumbers, IR and Raman intensities for the optimized structure of the investigated molecule were calculated and compared with the experimental vibrational spectra. The vibrational assignment of the molecule was done using the potential energy distribution analysis. The molecular electrostatic potential (MEP), highest occupied molecular orbital (HOMO) and lowest occupied molecular orbital (LUMO) were also calculated. The antibacterial activities of the new anthraquinone derivative against Gram-positive and Gram-negative bacteria were determined, and it was shown that the highest effectiveness was against and while no activity was against Gram-negative bacteria. Moreover, the antimycotic activity of the title compound was examined and the cytotoxicity of anthraquinone derivate was determined. In order to find the possible inhibitory activity of the title compound, molecular docking of the molecule was carried out against DNA. The results indicated that the mentioned compound has a good binding affinity to interact with the DC3, DG4, DA5, DC21 and DC23 residues of DNA via the intermolecular hydrogen bonds. [Formula: see text] Communicated by Ramaswamy H. Sarma.
一种新的蒽醌[1-(2-氨乙基)哌嗪基-9,10-二氧代蒽醌]衍生物通过密度泛函理论（DFT）计算、实验和理论振动光谱以及 NMR 技术进行了合成和表征。通过 DFT B3LYP 方法，使用 6-31++G(d,p)和 6-311++G(d,p)基组，确定了标题分子的最稳定分子结构。计算并比较了优化结构的分子的基本振动波数、IR 和拉曼强度与实验振动光谱。通过势能分布分析对分子的振动进行了分配。还计算了分子静电势（MEP）、最高占据分子轨道（HOMO）和最低占据分子轨道（LUMO）。测定了新型蒽醌衍生物对革兰氏阳性和革兰氏阴性菌的抗菌活性，结果表明，对 和 最有效，而对革兰氏阴性菌无活性。此外，还检查了标题化合物的抗真菌活性和蒽醌衍生物的细胞毒性。为了寻找标题化合物可能的抑制活性，对该分子进行了 DNA 的分子对接。结果表明，该化合物与 DC3、DG4、DA5、DC21 和 DC23 残基通过分子间氢键具有良好的结合亲和力，可与 DNA 相互作用。[公式：见文本] 由 Ramaswamy H. Sarma 传达。
