Aghatabay Naz M, Neshat A, Karabiyik T, Somer M, Haciu D, Dülger B
Department of Chemistry, Fatih University, Büyükçekmece, 34500 Istanbul, Turkey.
Eur J Med Chem. 2007 Feb;42(2):205-13. doi: 10.1016/j.ejmech.2006.09.023. Epub 2006 Dec 26.
2,6-Bis(benzimidazol-2-yl)pyridine (L) ligand and complexes [M(L)Cl(2)] and Fe(L)(2)(2) (M=Zn, Cd, Hg) have been synthesized. The geometries of the [M(L)Cl(2)] complexes were derived from theoretical calculation in DGauss/DFT level (DZVP basis set) on CACHE. The central M(II) ion is penta-coordinated and surrounded by N(3)Cl(2) environment, adopting a distorted trigonal bipyramidal geometry. The ligand is tridentate, via three nitrogen atoms to metal centre and two chloride ions lie on each side of the distorted benzimidazole ring. In the Fe(L)(2)(2) complex, the central Fe(II) ion is surrounded by two (3N) units, adopting a octahedral geometry. The elemental analysis, molecular conductivity, FT-Raman, FT-IR (mid-, far-IR), (1)H, and (13)C NMR were reported. The antimicrobial activities of the free ligand, its hydrochloride salt, and the complexes were evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) as well as the minimal inhibitory concentration (MIC) dilution method, against 10 bacteria and the results compared with that for gentamycin. Antifungal activities were reported for Candida albicans, Kluyveromyces fragilis, Rhodotorula rubra, Debaryomyces hansenii, Hanseniaspora guilliermondii, and the results were referenced against nystatin, ketaconazole, and clotrimazole antifungal agents. In most cases, the compounds tested showed broad-spectrum (Gram positive and Gram negative bacteria) activities that were either more effective than or as potent as the references. The binding of two most biologically effective compounds of zinc and mercury to calf thymus DNA has also been investigated by absorption spectra.
已合成2,6-双(苯并咪唑-2-基)吡啶(L)配体及其配合物[M(L)Cl₂]和Fe(L)₂₂(M = Zn、Cd、Hg)。[M(L)Cl₂]配合物的几何结构源自于在CACHE上DGauss/DFT水平(DZVP基组)的理论计算。中心M(II)离子为五配位,处于N₃Cl₂环境中,呈扭曲的三角双锥几何构型。配体为三齿配体,通过三个氮原子与金属中心配位,两个氯离子位于扭曲苯并咪唑环的两侧。在Fe(L)₂₂配合物中,中心Fe(II)离子被两个(3N)单元包围,呈八面体几何构型。报道了元素分析、分子电导率、傅里叶变换拉曼光谱、傅里叶变换红外光谱(中红外、远红外)、¹H和¹³C核磁共振谱。采用纸片扩散法在二甲基亚砜(DMSO)中以及最小抑菌浓度(MIC)稀释法评估了游离配体、其盐酸盐和配合物对10种细菌的抗菌活性,并将结果与庆大霉素的结果进行了比较。报道了对白色念珠菌、脆壁克鲁维酵母、深红酵母、汉逊德巴利酵母、季也蒙毕赤酵母的抗真菌活性,结果以制霉菌素、酮康唑和克霉唑抗真菌剂为参照。在大多数情况下,所测试的化合物显示出广谱(革兰氏阳性和革兰氏阴性细菌)活性,其活性要么比参比物更有效,要么与参比物相当。还通过吸收光谱研究了锌和汞的两种生物活性最高的化合物与小牛胸腺DNA的结合情况。