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Abstract：
A new class of thiophene-based molecules of 5-bromothiophene-2-carboxylic acid (1) have been synthesized in current research work. All analogs 4A-4G were synthesized with optimized conditions by coupling reactions of 2-ethylhexyl 5-bromothiophene-2-carboxylate (3) with various arylboronic acids. The results indicated that the majority of compounds showed promising effective in vitro antibacterial activity. Herein, 2-ethylhexyl-5-(p-tolyl)thiophene-2-carboxylate (4F), in particular among the synthesized analogs, showed outstanding antibacterial action (MIC value 3.125 mg/mL) against XDR Salmonella Typhi compared to ciprofloxacin and ceftriaxone. The intermolecular interaction was investigated by using a molecular docking study of thiophene derivatives 4A-4G against XDR S. Typhi. The values of the binding affinity of functionalized thiophene molecules and ciprofloxacin were compared against bacterial enzyme PDB ID: 5ztj. Therefore, 4F appears to be a promising antibacterial agent and showed the highest potential value. Density functional theory (DFT) calculations were executed to examine the electronic, structural, and spectroscopic features of the newly synthesized molecules 4A-4G.
摘要：
在当前的研究工作中，已经合成了一类新的基于噻吩的5-溴噻吩-2-羧酸（1）的分子。所有类似物4A-4G均在优化条件下通过5-溴噻吩-2-羧酸2-乙基己酯（3）与各种芳基硼酸的偶联反应合成。结果表明，大多数化合物显示出有希望的有效体外抗菌活性。在这里，2-乙基己基-5-（对甲苯基）噻吩-2-甲酸酯（4F），特别是在合成的类似物中，与环丙沙星和头孢曲松相比，对XDR伤寒沙门氏菌具有出色的抗菌作用（MIC值3.125mg/mL）。通过使用噻吩衍生物4A-4G对XDRS.Typhi的分子对接研究来研究分子间相互作用。将官能化噻吩分子和环丙沙星的结合亲和力值与细菌酶PDBID:5ztj进行比较。因此,4F似乎是一种有前途的抗菌剂，并显示出最高的潜在价值。密度泛函理论(DFT)计算被执行以检查电子,结构,和新合成分子4A-4G的光谱特征。
