Synthesis, crystal structure and biological activity of 1-(1H-benzoimidazol-2-yl)-ethanone thiosemicarbazone and its cobalt complex

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• 作者：Mehmet Poyraz ; Musa Sari ; Fatih Demirci ; Muberra Kosar ; Seref Demirayak ; Orhan B&#xfc ; y&#xfc ; kg&#xfc ; ngö ; r
• 关键词：Ethanone ; Benzimidazole ; Thiosemicarbazone ; Crystal structure ; Antimicrobial activity ; Free radical scavenging activity
• 刊名：Polyhedron
• 出版年：2008
• 期刊代码：87_02775387
• 类别：ch
• 出版时间：26 June 2008
• 卷：27
• 期：9-10
• 页码：2091-2096
• 文件大小：357 K

摘要

1-(1H-Benzoimidazol-2-yl)-ethanone thiosemicarbazone (Hb>2b>L) (1) was obtained by the condensation reaction of 2-acetylbenzimidazole, thiosemicarbazide and acetic acid in ethanol. The novel cobalt(III) complex [Co(L)(HL)] 2 was prepared by the direct reaction of CoClb>2b> · 6Hb>2b>O with the ligand Hb>2b>L. The reaction products were characterized by elemental analysis, thermogravimetric analysis (TGA), FT-IR and mass spectrometry for Hb>2b>L, and magnetic measurement for the Co(III) complex. The crystal and molecular structures of complex 2 and the free ligand 1 were also determined by single-crystal X-ray structure analysis. The crystal structure data suggests that in compound 2, two ligands (Hb>2b>L) coordinate to cobalt in a Nb>2b>S tridentate fashion, giving a distorted octahedral geometry. Furthermore, compounds 1 and 2 were evaluated for their antimicrobial properties using a broth microdilution assay against various human pathogenic bacteria and the yeast Candida tropicalis, resulting in moderate minimum inhibitory concentrations (MIC = 0.25–1 mg/mL) when compared to standard antimicrobial agents. The free radical scavenging activity of the compounds against 1,1-diphenyl-2-picrylhydrazyl hydrate (DPPH) was also investigated.