Computational and Experimental Investigation of Antibacterial Properties of Some Fluorinated Thioureas

IF 2.4 3区 化学 Q2 CHEMISTRY, ORGANIC
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Abstract

Herein, fluorinated thioureas with various substituents (F1-F3) were synthesized and characterized spectroscopically and analytically to investigate their properties as antibacterial agents. Prior to experimental studies, Density Functional Theory (DFT) modeling was performed at B3LYP/6-31G (d,p) to complement and offer comparative overview with the experimental findings. With regards to all theoretical analyses, the Frontier Molecular Orbital (FMO) demonstrated a desirable low HOMO-LUMO gap for all three designated derivatives, particularly F1 (1.60 eV), which is consistent with its GCRDs values, namely its high electronegativity and low hardness values that corresponds to low LUMO energy, suggesting higher bacterial activity. Agar diffusion assay was used for the preliminary screening of in-vitro antibacterial activity against pathogenic Gram-positive and Gram-negative bacteria. All three derivates successfully inhibit at least two bacterial strains (B. cereus, S. aureus), but none were able to penetrate into E. coli. The highest inhibition rate was exhibited by F3 at 33.33 ± 0.71% against S. aureus, whilst F1 only managed to gain 29.63 ± 0.00% of inhibition rate for the same bacterium. Meanwhile, the lowest penetration rate was recorded at 1.53 ± 0.35% by F2 against B. cereus.
一些氟化硫脲类化合物抗菌特性的计算和实验研究
本文合成了具有不同取代基(F1-F3)的含氟硫脲类化合物,并对其进行了光谱和分析表征,以研究其作为抗菌剂的特性。实验研究之前,在 B3LYP/6-31G (d,p)下进行了密度泛函理论(DFT)建模,以补充和提供与实验结果的比较概况。在所有理论分析中,前沿分子轨道(FMO)显示所有三种指定衍生物都具有理想的低 HOMO-LUMO 间隙,尤其是 F1(1.60 eV),这与其 GCRDs 值一致,即高电负性和低硬度值,这与低 LUMO 能量相对应,表明其具有更高的细菌活性。采用琼脂扩散法对致病性革兰氏阳性菌和革兰氏阴性菌进行了体外抗菌活性初步筛选。所有三种衍生物都成功抑制了至少两种细菌菌株(蜡样芽孢杆菌和金黄色葡萄球菌),但没有一种衍生物能渗透到大肠杆菌中。F3 对金黄色葡萄球菌的抑制率最高,为 33.33 ± 0.71%,而 F1 对同一细菌的抑制率仅为 29.63 ± 0.00%。同时,F2 对蜡样芽孢杆菌的渗透率最低,为 1.53 ± 0.35%。
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
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.
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