Naked eye Fe(III) recognition and anticancer efficacy evaluation via diazenyl-propargyl appended imine functionalized moiety

IF 5.3 2区化学 Q2 CHEMISTRY, PHYSICAL Journal of Molecular Liquids Pub Date : 2024-08-30 DOI:10.1016/j.molliq.2024.125867

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Abstract

The study delves into the synthesis of diazenyl-propargyl appended imine functionalized moiety (4) emphasizing its structural dynamic, Fe(III) sensitivity, and anticancer potential. The synthesized compound was characterized via NMR (¹H,¹³C), TGA, mass spectrometry, and single-crystal X-ray crystallography. The color transition of the compound from yellow to red demonstrates naked-eye sensing for Fe (III), validated by UV–visible spectroscopy. The limit of detection (LOD) and Association Constant (K_a) were calculated from the linear calibration curve and the B–H plot come out to be 28.71 nM and 2.17 × 10⁵ M⁻¹, respectively. As per Job’s plot Fe(III) binds to probe (4) in 1:1 stoichiometry. The interaction of probe (4) with Fe(III) has been examined through VSM (vibrating spectrum magnetism) study, FT-IR, ¹H NMR and mass spectrometry. The pharmacokinetic properties of the synthesized compound were assessed, emphasizing absorption, distribution, metabolism, excretion and toxicity. The cytotoxicity assay using SAF-1 cell line indicated that the compound is nontoxic. Also compound (4) showed positive response on cervical cancer cells line and this anti-cancer potential has been further explored through molecular docking analysis.

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通过重氮基-丙炔基附加亚胺功能化分子进行裸眼铁(III)识别和抗癌功效评估

本研究深入探讨了重氮基-丙炔基附加亚胺官能化分子（4）的合成，强调了其结构动态、对铁(III)的敏感性以及抗癌潜力。合成的化合物通过核磁共振（1H、13C）、热重分析、质谱分析和单晶 X 射线晶体学进行了表征。通过紫外可见光谱验证，该化合物从黄色到红色的颜色转变证明了其对铁（III）的肉眼传感能力。根据线性校准曲线和 B-H 图计算出的检测限（LOD）和关联常数（Ka）分别为 28.71 nM 和 2.17 × 105 M-1。根据约伯图，铁（III）与探针（4）的结合比例为 1:1。探针 (4) 与铁(III)的相互作用已通过 VSM（振谱磁学）研究、傅立叶变换红外光谱、1H NMR 和质谱分析进行了检验。对合成化合物的药代动力学特性进行了评估，重点是吸收、分布、代谢、排泄和毒性。使用 SAF-1 细胞系进行的细胞毒性试验表明，该化合物无毒。此外，化合物（4）还对宫颈癌细胞系产生了积极的反应，并通过分子对接分析进一步探索了其抗癌潜力。

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来源期刊

Journal of Molecular Liquids 化学-物理：原子、分子和化学物理

CiteScore

10.30

自引率

16.70%

发文量

2597

审稿时长

78 days

期刊介绍： The journal includes papers in the following areas: – Simple organic liquids and mixtures – Ionic liquids – Surfactant solutions (including micelles and vesicles) and liquid interfaces – Colloidal solutions and nanoparticles – Thermotropic and lyotropic liquid crystals – Ferrofluids – Water, aqueous solutions and other hydrogen-bonded liquids – Lubricants, polymer solutions and melts – Molten metals and salts – Phase transitions and critical phenomena in liquids and confined fluids – Self assembly in complex liquids.– Biomolecules in solution The emphasis is on the molecular (or microscopic) understanding of particular liquids or liquid systems, especially concerning structure, dynamics and intermolecular forces. The experimental techniques used may include: – Conventional spectroscopy (mid-IR and far-IR, Raman, NMR, etc.) – Non-linear optics and time resolved spectroscopy (psec, fsec, asec, ISRS, etc.) – Light scattering (Rayleigh, Brillouin, PCS, etc.) – Dielectric relaxation – X-ray and neutron scattering and diffraction. Experimental studies, computer simulations (MD or MC) and analytical theory will be considered for publication; papers just reporting experimental results that do not contribute to the understanding of the fundamentals of molecular and ionic liquids will not be accepted. Only papers of a non-routine nature and advancing the field will be considered for publication.