关键词: Chemosensors DFT Fluorescence Hydrazones Iron Lead PET

来  源:   DOI:10.1007/s10895-024-03813-7

Abstract:
The application of quinolones stretches over a large umbrella of medicinal field as well as chemosensor due to the presence of privileged heterocyclic aromatic rig system. Salicyl and Naphthyl Hydrazide motifs are also established fluorophore groups. Therefore in this work, we have designed and synthesized Salicyl hydrazide (3a-c) and naphthyl hydrazide fused nitroquinolones (5a-c) investigated for their fluorescent behaviour. Preliminary UV- absorption studies were carried out and the metal selectivity were examined with various metal ion. Among them, it was found that compound 3a was selective towards Fe3+ ions (λex = 330 nm, 1:1 DMF:H2O at pH = 7.4 in HEPES Buffer medium). 3a shows decrease emission intensity in presence of Fe3+ ions. Compound 5a shows enhancement in fluorescence intensity upon addition of Pb2+ ion (λex = 280 nm, 1:1 DMF:H2O at pH = 7.4 in HEPES Buffer medium). Further, the concentration dependence, competitive binding and EDTA reversibility were studied for selected compounds towards the respective cations selectivity. Jobs plot analysis indicate that 1:1 binding of 3a with Fe3+ ion (Ka = 3.17 x104M-1 and Limit Of Detection (LOD) = 5.1 × 10-7 M) whereas 5a showed 1:2 binding mode with Pb2+ ions (Ka = 2.14 × 106 M-1 and Limit Of Detection (LOD) = 2.613 × 10-9 M). Density Function Theoretical studies were performed as support for the experimental results.
摘要:
由于存在特权的杂环芳烃钻机系统,喹诺酮类药物的应用遍及医学领域和化学传感器的大范围。水杨酸基和萘基酰肼基序也是建立的荧光团基团。因此,在这项工作中,我们设计并合成了水杨酸酰肼(3a-c)和萘酰肼稠合硝基喹诺酮(5a-c),研究了它们的荧光行为。进行了初步的UV吸收研究,并用各种金属离子检查了金属选择性。其中,发现化合物3a对Fe3+离子具有选择性(λex=330nm,1:1的DMF:H2O,在HEPES缓冲培养基中pH=7.4)。图3a显示在Fe3+离子存在下降低的发射强度。化合物5a在添加Pb2+离子时显示荧光强度增强(λex=280nm,1:1的DMF:H2O,在HEPES缓冲培养基中pH=7.4)。Further,浓度依赖性,研究了所选化合物对各自阳离子选择性的竞争性结合和EDTA可逆性。工作图分析表明,3a与Fe3离子的1:1结合(Ka=3.17x104M-1,检测限(LOD)=5.1×10-7M),而5a与Pb2离子的结合方式为1:2(Ka=2.14×106M-1,检测限(LOD)=2.613×10-9M)。密度函数进行理论研究作为实验结果的支持。
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