Synthesis, DFT, in silico anticancer, ADME and toxicity prediction study of (E)-2-(2-(3,4-dihydronaphthalen-1(2H)- ylidene)hydrazineyl)-4-(4-methoxyphenyl)thiazole

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds Pub Date : 2024-09-13 DOI:10.1080/10406638.2023.2266091

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引用次数: 0

Abstract

In the current paper, we describe computational molecular modeling to investigate the quantum chemical, spectroscopic, MESP and in-silico Anticancer, ADME and toxicity study of (E)-2-(2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazineyl)-4-(4-methoxyphenyl)thiazole by one pot three component reaction. DFT method with B3LYP/6-311G(d,p) level was used to optimize the geometry, molecular electrostatic potential (MESP), Mulliken charges and vibrational assignments. The UV-Vis assignments, frontier molecular orbital (FMO), electronic parameters, and global descriptor were studied using the TD-DFT method with CAM-B3LYP/6-311G(d,p) level. In-silico anticancer study revealed favorable binding interaction with an excellent docking score comparable to the anticancer drug Dasatinib. The molecular docking study found that, target 4xt2 receptor’s amino acid residues VAL422B, LEU407D, MET426D, TYR327A, GLN421B, SER424B, and LEU423D play a vital role. The title compound has the requisite toxicity and ADME profiles, and it has the potential to be therapeutic.

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(E)-2-(2-(3,4-二氢萘-1(2H)-亚基)肼基)-4-(4-甲氧基苯基)噻唑的合成、DFT、硅抗癌、ADME 和毒性预测研究

本文介绍了通过一锅三组份反应研究 (E)-2-(2-(3,4-二氢萘-1(2H)-亚基)肼基)-4-(4-甲氧基苯基)噻唑的量子化学、光谱、MESP 和体内抗癌、ADME 和毒性的计算分子模型。采用 B3LYP/6-311G(d,p) 水平的 DFT 方法优化了几何形状、分子静电位 (MESP)、Mulliken 电荷和振动赋值。采用 CAM-B3LYP/6-311G(d,p) 水平的 TD-DFT 方法研究了紫外-可见分配、前沿分子轨道 (FMO)、电子参数和全局描述符。通过室内抗癌研究发现，该化合物与抗癌药物达沙替尼具有良好的结合相互作用，对接得分极高。分子对接研究发现，靶 4xt2 受体的氨基酸残基 VAL422B、LEU407D、MET426D、TYR327A、GLN421B、SER424B 和 LEU423D 起着至关重要的作用。标题化合物具有必要的毒性和 ADME 特征，具有治疗潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Polycyclic Aromatic Compounds 化学-有机化学

CiteScore

3.70

自引率

20.80%

发文量

412

审稿时长

3 months

期刊介绍： The purpose of Polycyclic Aromatic Compounds is to provide an international and interdisciplinary forum for all aspects of research related to polycyclic aromatic compounds (PAC). Topics range from fundamental research in chemistry (including synthetic and theoretical chemistry) and physics (including astrophysics), as well as thermodynamics, spectroscopy, analytical methods, and biology to applied studies in environmental science, biochemistry, toxicology, and industry. Polycyclic Aromatic Compounds has an outstanding Editorial Board and offers a rapid and efficient peer review process, as well as a flexible open access policy.