کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1306433 | 1499146 | 2016 | 7 صفحه PDF | دانلود رایگان |
• Benzimidazole and sulfonamide moieties are structural components of a range of biologically active compounds.
• Both these pharmacophopres were incorporated in 1.
• Complexes with the divalent transition metals Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) were prepared.
Benzimidazole and sulfonamide moieties are found in a number of pharmaceutically active molecules. By incorporating the sulfonamide pharmacophore into the benzimidazole scaffold, we prepared 2-(o-sulfamoylphenyl)benzimidazole 1 from saccharin as a precursor. Ligand 1 was coordinated to the divalent transition metals Mn(II) 2, Co(II) 3, Ni(II) 4, Cu(II) 5 and Zn(II) 6 to yield complexes of the general formula [ML2(H2O)n] (n = 2 for 2 and n = 0 for 3–6). All the compounds were characterized by elemental analysis, conductivity measurements, magnetic susceptibility, FT-IR and NMR spectroscopy. The molecular structures of 1, 3 and 6 were determined by X-ray diffraction analysis. In all metal complexes, 1 behaved as a bidentate chelating ligand through the sulfonamidate nitrogen and the endocyclic nitrogen of benzimidazole. The molecular structures of 3 and 6 showed tetrahedral geometry around the Co(II) and Zn(II) centers, respectively. The molar conductivity data revealed the metal complexes to be non-electrolytes. The benzenesulfonamide derivative and its metal complexes were evaluated for their potential antimicrobial activity against a range of bacterial and fungal strains. [Co(2-(o-sulfamoylphenyl)benzimidazolate)2] 3 was identified as the most active antibacterial compound, while none of the compounds exhibited antifungal activity.
Sulfonamide and benzimidazole are important constituents of a number of biologically active molecules. We combined both these scaffolds and prepared phenylsulfonamide-based benzimidazole derivative 1 in a one-step synthesis. This ligand was further used to prepare complexes of divalent metals such as Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) and antimicrobial activity was evaluated for all the compounds.Figure optionsDownload as PowerPoint slide
Journal: Inorganica Chimica Acta - Volume 443, 24 March 2016, Pages 179–185