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A Swift One-Pot Solvent-Free Synthesis of Benzimidazole Derivatives and Their Metal Complexes: Hydrothermal Treatment, Enzymatic Inhibition, and Solubilization Studies
Russian Journal of General Chemistry ( IF 0.9 ) Pub Date : 2020-09-15 , DOI: 10.1134/s107036322008023x
M. B. Taj , A. Raheel , W. Alelwani , D. Hajjar , A. Makki , A. M. Alnajeebi , N. A. Babteen , S. A. Tırmizi , S. Noor

Abstract

Three benzimidazole derivatives, 1-(1H-benzimidazol-2-yl)ethanol (HBE), 1H-benzimidazol-2-yl(diphenyl)methanol (BDM) and 1,2-bis(1H-benzimidazol-2-yl)ethane-1,2-diol (BHBED), have been synthesized following the one-pot rapid green protocol. Complexes of benzimidazole derivatives with six 3d transition metals, Cu(II), Mn(II), Zn(II), Fe(II), Co(II), and Ni(II), have been synthesized by free hydrothermal method. The synthesized products have been characterized by FTIR, 1H, and 13C NMR, and mass spectroscopy, and CHN analysis, and 2:1 ligand to metal stoichiometry has been confirmed. The synthesized ligands and metal complexes have been tested for antioxidant potential (DPPH), inhibitory activity including inhibition of acetylcholinesterase (AChE), butyrylcholinesterase (BChE), lipoxygenase (LOX), α-glucosidase. Micellar solubilization of the metal complexes has been studied in sodium dodecyl sulphate (SDS) by UV-Vis spectroscopy and conductivity. The selected complexes of nickel, zinc and cobalt have demonstrated interaction with SDS, and the value of critical micellar concentration increased in all cases.



中文翻译:

快速一锅无溶剂的苯并咪唑衍生物及其金属配合物的合成:水热处理,酶促抑制和增溶研究

摘要

三种苯并咪唑衍生物,1-(1 H-苯并咪唑-2-基)乙醇(HBE),1 H-苯并咪唑-2-基(二苯基)甲醇(BDM)和1,2-双(1 H-苯并咪唑-2-遵循一锅快速绿色方案合成了yl)乙烷-1,2-二醇(BHBED)。通过自由水热法合成了苯并咪唑衍生物与六种3d过渡金属Cu(II),Mn(II),Zn(II),Fe(II),Co(II)和Ni(II)的配合物。合成产物的特征在于FTIR,1 H和13证实了13 C NMR,质谱和CHN分析以及与金属化学计量比为2:1的配体。已测试了合成的配体和金属络合物的抗氧化剂潜力(DPPH),抑制活性,包括抑制乙​​酰胆碱酯酶(AChE),丁酰胆碱酯酶(BChE),脂氧合酶(LOX),α-葡萄糖苷酶。通过紫外可见光谱和电导率研究了十二烷基硫酸钠(SDS)中金属络合物的胶束增溶作用。镍,锌和钴的选定配合物已证明与SDS相互作用,并且在所有情况下临界胶束浓度的值均增加。

更新日期:2020-09-15
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