苯并咪唑衍生物及其Cu (ii)、Ni (ii)和Co (ii)配合物的合成、表征和抗菌活性

Haftom Welderufael, Dagne Addisu Kure, Endalkachew Asefa Moges, Lelisa File, Salah Hamza Sherif
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摘要

苯并咪唑是一类特殊的含氮杂环化合物,存在于许多生物活性化合物中,苯并咪唑及其衍生物在驱虫药、抗菌、抗真菌、抗炎、抗病毒等生物活性化合物中具有广泛的活性,已发展成为一个重要的杂环系统。成功合成了1-芳基磺酰基苯并咪唑衍生物及其Cu (II)、Ni (II)和Co (II)配合物。通过红外光谱、紫外可见光谱、核磁共振氢谱和核磁共振13C谱对所合成配体的结构进行了表征。利用红外光谱和紫外可见光谱对Cu (II)、Ni (II)和Co (II)配合物进行了确证。配体及其金属配合物的红外光谱表明,苯并咪唑衍生物配体表现为碱性双齿配体,通过亚甲基氮和氧原子进行配位。采用圆盘扩散法评价了所合成的配体及其金属配合物对肺炎克雷伯菌、大肠杆菌和金黄色葡萄球菌的体外抑菌活性,化合物和金属配合物的抑菌活性从良好到优异(抑制区(ZI)在10 ~ 23 mm之间)。化合物BIL1对大肠杆菌(大肠杆菌ZI为15mm)和肺炎克雷伯菌(大肠杆菌ZI为5mm)的活性优于庆大霉素(大肠杆菌ZI为15mm)。复合物CoC对金黄色葡萄球菌(ZI值为23 mm)的活性优于庆大霉素(ZI值为21 mm)。该化合物是开发治疗致病性疾病新药的良好起点。因此,建议合成更多类似物,以进一步发现新的候选药物。
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Synthesis, Characterization and Antibacterial activity of Benzimidazole Derivatives and their Cu (ii),Ni (ii) and Co (ii) complexes
Benzimidazole is one of the privileged nitrogen-containing heterocyclic compounds, which is found in many bioactive compounds, benzimidazole and its derivatives have evolved as an important heterocyclic system due to their potency in a wide range of biologically active compounds like anthelmintic, antibacterial, antifungals, anti-inflammatory, antiviral, and so on. Derivatives of 1-arylsulfonylbenzimidazole and their respective Cu (II), Ni (II) and Co (II) complexes were successfully synthesized. The structures of all the synthesized ligands were confirmed by using IR, UV-Visible, 1H NMR, and 13C NMR spectroscopy. The Cu (II), Ni (II) and Co (II) complexes were confirmed by using IR and VU-Visible spectra.  The IR spectra of ligands and its metal complexes imply that the benzimidazol derivative ligands behave as basic bidentate ligands coordination through the azomethine nitrogen and oxygen atom. In-vitro antibacterial activity of all the synthesized ligands and their metal complexes were evaluated by using disc diffusion method against K. pneumoniae, E. coli, and S. aureus bacterial species .The tested compounds and metal complexes exhibited from good to excellent activity (zone of inhibition (ZI) ranged 10 mm to 23 mm). Compound BIL1 exhibited better activity than the standard drug against E. coli (ZI of 15 mm) and K. pneumoniae (ZI of 5 mm)compared with gentamycin ((ZI of 15mm). Complex CoC exhibited better activity against S. aureus (ZI of 23 mm) compared with gentamicine  (ZI value of 21 mm). This compound is a good starting point to develop new drug for treating pathogenic diseases. Therefore, synthesis of more analogue were recommended for further discovery of a new drug candidate.
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