Synthesis, antimicrobial activity, molecular docking and molecular dynamics studies of novel bioactive compounds derived from propylthiouracil

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL Journal of Molecular Structure Pub Date : 2025-02-18 DOI:10.1016/j.molstruc.2025.141779

Mostafa Ahmed , Mahmoud M. Hamed , Mostafa Sayed , Ahmed A. El-Rashedy , Adel M. Kamal El-Dean , Mohammad H.A. Hassan , Mohamed F. Mady , Mahmoud S. Tolba

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Abstract

Propylthiouracil (PTU) and its derivatives exhibit a wide range of biological activities, making them valuable compounds in pharmacology and medicinal chemistry. In the present work some new heterocyclic compounds (2–9) were synthesized through multi steps using propylthiouracil (PTU) 1 as starting material. The claimed chemical structures of all new synthesized compounds were elucidated by spectral analysis including FTIR, NMR and Mass spectroscopy. Furthermore, the antimicrobial activity for all synthesized compounds were investigated against different strains of bacteria and fungi. The results suggested that compounds 3, 5, 6a, 6b, 6c, 7b demonstrate positive results against the Fluconazole" as the antifungal positive control, while compounds 5, 6a 6c, 8 show positive results against Cefotaxime" as the antibacterial positive control. Moreover, molecular dynamic simulations revealed that compound 5 demonstrated significant interactions with essential residues of the binding site, resulting in a stable complex throughout the entire simulation run.

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新型丙基硫脲嘧啶生物活性化合物的合成、抗菌活性、分子对接及分子动力学研究

丙基硫脲嘧啶（PTU）及其衍生物具有广泛的生物活性，在药理学和药物化学领域具有重要的应用价值。本文以丙基硫脲嘧啶（PTU） 1为原料，通过多步合成了一些新的杂环化合物（2-9）。所有新合成化合物的化学结构都通过FTIR、NMR和质谱等光谱分析得到了证实。此外，还研究了所有合成化合物对不同菌株的抑菌活性。结果表明，化合物3、5、6a、6b、6c、7b对氟康唑作为抗菌阳性对照呈阳性，化合物5、6a、6c、8对头孢噻肟作为抗菌阳性对照呈阳性。此外，分子动力学模拟显示，化合物5与结合位点的基本残基表现出显著的相互作用，从而在整个模拟运行过程中形成稳定的配合物。

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.