Department of Physics, Annamalai University, Chidambaram, India.
PG and Research Department of Chemistry, Jamal Mohamed College, Trichy, India.
J Biomol Struct Dyn. 2023 Aug-Sep;41(13):6295-6312. doi: 10.1080/07391102.2022.2106516. Epub 2022 Aug 2.
In this work, (E)-N1-(3-chlorobenzylidene)benzene-1,4-diamine (CBD) compound was synthesized with good yield. The spectral studies were recorded by FT-IR, FT-Raman, NMR and UV-Vis to determine structural parameters. The geometrical parameters were optimized using DFT calculations at 6-311++G(d,p) basis set. The calculated structural parameters of the molecule were in line with the experimental data. The molecular orbitals of the compound were investigated through highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) analysis. The hyper conjugative interaction energy E along with donor, acceptor electron densities (EDs) were determined by natural bond orbital (NBO) analysis. The molecular electrostatic potential (MEP), mulliken atomic charges, non-linear optical (NLO) properties and potential energy surface (PES) scan were also calculated. The H and C NMR chemical shifts calculated using Gauge invariant atomic orbital (GIAO) method were compared with the experimental NMR chemical shifts. Thermogravimetry (TG) and Differential Scanning Calorimetry (DSC) were carried out to characterise the thermal behaviour and stability of CBD molecule. In addition, PreADMET tool was also used to estimate ADME and Toxicity of CBD compound. The compound screened against four pathogens two gram positive and two gram negative had shown good anti-bacterial behaviour. The molecular docking studies executed against anti-bacterial target topoisomerase DNA gyrase enzyme (2XCT) emphasized good binding behaviour over the standard drug.Communicated by Ramaswamy H. Sarma.
在这项工作中，（E）-N1-（3-氯亚苄基）苯-1,4-二胺（CBD）化合物以良好的产率合成。通过傅里叶变换红外光谱（FT-IR）、傅里叶变换拉曼光谱（FT-Raman）、核磁共振（NMR）和紫外-可见光谱（UV-Vis）记录了光谱研究，以确定结构参数。使用密度泛函理论（DFT）计算在 6-311++G（d，p）基组上优化了几何参数。分子的计算结构参数与实验数据相符。通过最高占据分子轨道（HOMO）、最低未占据分子轨道（LUMO）分析研究了化合物的分子轨道。通过自然键轨道（NBO）分析确定了超共轭相互作用能 E 以及供体、受体电子密度（EDs）。还计算了分子静电势（MEP）、Mulliken 原子电荷、非线性光学（NLO）性质和势能面（PES）扫描。使用规范不变原子轨道（GIAO）方法计算的 1H 和 13C NMR 化学位移与实验 NMR 化学位移进行了比较。热重分析（TG）和差示扫描量热法（DSC）用于表征 CBD 分子的热行为和稳定性。此外，还使用 PreADMET 工具估算了 CBD 化合物的 ADME 和毒性。该化合物对四种病原体（两种革兰氏阳性菌和两种革兰氏阴性菌）进行了筛选，表现出良好的抗菌行为。针对抗菌靶标拓扑异构酶 DNA 回旋酶酶（2XCT）的分子对接研究强调了其与标准药物相比具有良好的结合行为。由 Ramaswamy H. Sarma 传达。
