New double-armed benzo-15-crown-5 compound (L) was successfully synthesized from 4’,5’-bis(bromethyl)benzo-15-crown-5 with 2,2’-dipyridylamine. The synthesized host molecule (L), the dipyridylamine unit was able to coordinate Ni²⁺, Cu²⁺ and Ag⁺ metal cations, whereas the crown ether moiety bound with the alkali metal cations (Na⁺ and K⁺). The structures of the ligand (L), alkali metal complexes (NaL and KL₂) and transition metal complexes ([NiLOAc], [CuLOAc] and [AgLNO₃]) were characterized by spectroscopic methods. NMR and mass data provided exact evidence of complex formation through both coordination centers of the new ligand (L). Both parts (dipyridyl and crown ether) were linked to form a potential fluorescent-sensing compound (L) for metal cations. Therefore, to investigate the metal selectivity, different metal cations (Na⁺, Mg²⁺, K⁺, Ba²⁺, Cr³⁺, Fe³⁺, Co²⁺, Ni²⁺, Cu²⁺, Zn²⁺ and Ag⁺) and the new sensing compound (L) fluorescence spectra were recorded. Coordinations with Zn²⁺, Fe³⁺ and Cu²⁺ induced obvious changes on their increasing concentrations in fluorescence spectra. Crown ethers, as representatives of supramolecular compounds, are also promising antibacterial active compounds because of their ionophoric features. Synthesized ligand (L) and complexes (NaL, KL₂, [NiLOAc], [CuLOAc] and [AgLNO₃]) also proved to be adjuvants that helped to overcome antimicrobial resistance in a range of bacteria and yeast. The antimicrobial activity of compounds was screened in vitro against some pathogenic Gram-positive bacteria, some Gram-negative bacteria and yeast.

Graphic Abstract

中文翻译：

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基于 2,2'-二吡啶胺单元连接的 benzo-15-crown-5 的多齿配体；碱金属和过渡金属配合物；光响应配体；对病原微生物的抗菌评价

以4',5'-双(溴甲基)benzo-15-crown-5与2,2'-二吡啶胺为原料,成功合成了新型双臂benzo-15-crown-5化合物( L )。合成的主体分子 ( L )，即联吡啶胺单元能够配位 Ni ²⁺、Cu ²⁺和 Ag ⁺金属阳离子，而冠醚部分与碱金属阳离子（Na ⁺和 K ⁺）结合。配体（L）、碱金属配合物（NaL和KL ₂）和过渡金属配合物（[NiLOAc]、[CuLOAc]和[AgLNO ₃ ]）的结构) 用光谱方法表征。NMR 和质量数据通过新配体 ( L ) 的两个配位中心提供了复合物形成的确切证据。两个部分（联吡啶和冠醚）都连接起来形成一种潜在的金属阳离子荧光传感化合物（L）。因此，为了研究金属选择性，不同的金属阳离子（Na ⁺、Mg ²⁺、K ⁺、Ba ²⁺、Cr ³⁺、Fe ³⁺、Co ²⁺、Ni ²⁺、Cu ²⁺、Zn ²⁺和Ag ⁺ ) 和新的传感化合物 ( L) 荧光光谱被记录。与Zn ²⁺、Fe ³⁺和Cu ^{2+ 的配位}引起荧光光谱中它们浓度增加的明显变化。冠醚作为超分子化合物的代表，由于其离子载体特性，也是很有前途的抗菌活性化合物。合成的配体 ( L ) 和配合物 ( NaL , KL ₂ , [NiLOAc] , [CuLOAc]和[AgLNO ₃ ]) 也被证明是有助于克服一系列细菌和酵母菌耐药性的佐剂。在体外筛选了化合物对一些致病性革兰氏阳性菌、一些革兰氏阴性菌和酵母菌的抗菌活性。

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