关键词: Benzimidazole Biofilm Docking Pharmacological Photocatalyst Thiophene

Mesh : Coordination Complexes / chemistry pharmacology chemical synthesis Catalysis Light Escherichia coli / drug effects Benzimidazoles / chemistry Anti-Bacterial Agents / chemistry pharmacology Biofilms / drug effects Heterocyclic Compounds / chemistry Sulfur / chemistry Photochemical Processes Molecular Docking Simulation Microbial Sensitivity Tests

来  源:   DOI:10.1016/j.jinorgbio.2024.112603

Abstract:
Numerous heterocyclic moieties serve as the foundational structure for clinically employed drugs, underscoring the significance of heterocycles in the innovation of pharmacologically active compounds. In the present investigation, a heterocyclic skeleton of thiophene-clubbed benzimidazole (tmb) was developed and utilized to synthesize seven novel series of metal (M(II) = Co, Ni, Cu, and Zn) complexes to explore diverse applications including pharmacological and photocatalytic performance. A sharp singlet peak appeared at 5.72 ppm (tmb) and 5.94 ppm for the Zn(II)-tmb complex corresponding to -CH2 protons, as evidenced by 1H NMR results, confirming the formation of targeted compounds. Antimicrobial assay and docking studies confirmed that the mixed metal complex; [Cu(tmb)2(1,10-phen)Cl2] possesses the highest activity and displayed significant biofilm inhibition, achieving 86.35 and 89.8% at concentrations of 1 and 0.020 mg/mL, respectively against E. coli. Furthermore, the photocatalytic activity was monitored by the degradation of methylene blue dye under direct sunlight and [Cu(tmb)2Cl2] exhibited a maximum degradation efficiency of 96.15% in 45 min. These findings could serve as inspiration for the development of benzimidazole-based metal complexes as effective anti-biofilm and photocatalytic agents.
摘要:
许多杂环部分作为临床使用的药物的基础结构,强调杂环在药理活性化合物创新中的重要性。在目前的调查中,开发了噻吩簇状苯并咪唑(tmb)的杂环骨架,并将其用于合成七个新系列的金属(M(II)=Co,Ni,Cu,和Zn)络合物,以探索多种应用,包括药理学和光催化性能。对于对应于-CH2质子的Zn(II)-tmb络合物,在5.72ppm(tmb)和5.94ppm处出现尖锐的单线峰,正如1HNMR结果所证明的那样,确认目标化合物的形成。抗菌试验和对接研究证实,混合金属配合物[Cu(tmb)2(1,10-phen)Cl2]具有最高的活性,并显示出显着的生物膜抑制作用,在浓度为1和0.020mg/mL时达到86.35和89.8%,分别针对大肠杆菌。此外,通过在阳光直射下降解亚甲基蓝染料来监测光催化活性,[Cu(tmb)2Cl2]在45分钟内表现出最大降解效率为96.15%。这些发现可以为苯并咪唑基金属配合物作为有效的抗生物膜和光催化剂的开发提供启发。
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