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基于 Julolidine Hydrazone-Al 配合物的新型选择性“开-关”荧光传感器用于 Cu 离子:DFT 研究。

Novel selective "on-off" fluorescence sensor based on julolidine hydrazone-Al complex for Cu ion: DFT study.

机构信息

Organic Synthesis, Electrochemistry & Natural Product Research Unit, Department of Chemistry, Faculty of Science, King Mongkut's University of Technology Thonburi, Bangkok 10140, Thailand.

Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science and Nanotec-CU Center of Excellence on Food and Agriculture, Chulalongkorn University, Bangkok 10330, Thailand.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2022 Oct 15;279:121382. doi: 10.1016/j.saa.2022.121382. Epub 2022 May 17.

Abstract

A hydrazone (T1) was synthesized by reacting 8-hydroxyjulolidine-9-carboxaldehyde with 2-furoic hydrazide and then modified with Al ion to form a novel hydrazone Al complex (T1-Al) in an aqueous solution (8% propylene glycol in 10 mM HEPES pH 5.5). The T1-Al complex was studied as a Cu selective sensor due to its highly efficient capacibility of paramagnetic quenching. The results showed that the T1-Al complexed sensor possesses remarkable sensitivity and selectivity for Cu ion in 8% propylene glycol in 10 mM HEPES pH 5.5 as compared with other tested analytes. Notably, this sensor has a broad linear detection range of 10-110 µM for Cu ion and a detection limit level of 0.62 µM, which is lower than the Cu concentration threshold in drinking water designated by the United States Environmental Protection Agency (EPA). Additionally, it was detectable for the presence of Cu ion in mineral water and tap water samples. The selectivity of T1-Al complexed sensor with Cu ion could be explained by the basis of computation with Gaussian software complied with the basis sets of B3LYP/6-31 G(d,p)/LANL2DZ. Furthermore, only T1 exhibited anticancer efficacy against HeLa and U251 cells with MTT assay.

摘要

一种腙(T1)是通过将 8-羟基六氢吡啶-9-甲醛与 2-糠酸腙反应,然后用 Al 离子修饰在水溶液中形成一种新型腙 Al 配合物(T1-Al)(8%丙二醇在 10 mM HEPES pH 5.5)。由于其对顺磁猝灭的高效能力,T1-Al 配合物被研究为 Cu 选择性传感器。结果表明,与其他测试的分析物相比,T1-Al 配合物传感器在 8%丙二醇在 10 mM HEPES pH 5.5 中对 Cu 离子具有显著的灵敏度和选择性。值得注意的是,这种传感器对 Cu 离子的线性检测范围为 10-110 μM,检测限为 0.62 μM,低于美国环境保护署(EPA)指定的饮用水中 Cu 浓度阈值。此外,它可以检测矿泉水和自来水中 Cu 离子的存在。T1-Al 配合物与 Cu 离子的选择性可以通过 Gaussian 软件与 B3LYP/6-31 G(d,p)/LANL2DZ 基组计算的基础来解释。此外,只有 T1 在用 MTT 测定法对 HeLa 和 U251 细胞表现出抗癌活性。

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