Biological and Catalytic Evaluation for Nickel (II) and Oxyvanadium (II) Chelates of tri-Dentate Hydrazone-Quinoxalyl Ligand

IF 4.3 2区 化学 Q2 CHEMISTRY, APPLIED Applied Organometallic Chemistry Pub Date : 2025-02-25 DOI:10.1002/aoc.70057
Mohamed Shaker S. Adam, Mustafa J. Abdelmageed Abualreish, Ahmed Desoky M. Mohamad, Omran A. Omran, Mamdouh A. Mohamed
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Abstract

Formation of a tridentate mono-basic hydrazone-quinoxalyl ligand was done through condensation of quinoxalyl-2-carbohydrazide with 2-hydroxy-1-naphthaldehyde (H2dip). The coordination capability of H2dip with Ni (II) and V (IV) ions was examined at molar ratios of 1:1 leading to the synthesis of two distinct complexes, Ni(dip) and VO(dip), respectively. The chemical structure was validated by many spectroscopic techniques. The characterization included carbon, hydrogen, and nitrogen elemental analyses and assessments of magnetic properties and conductivity behavior. The inhibited effects of H2dip (organic molecules) and its Ni (II) and V (IV) chelating agents on the constrained proliferation of three specific bacterial/fungal types, beside three established human cancer cell lines, have been evaluated in relation to the structural impact of Ni(dip) and VO(dip) compared with their free ligand (H2dip). The research aimed to determine the nature influence of Ni (II) and V (IV) ions and the structure of their metal chelates on the binding affinity of H2dip, Ni(dip), and VO(dip) for ct-DNA, that is, calf thymus DNA, depending on the viscometric/spectrophotometric alterations in characters. Furthermore, the assessment of binding constants (13.12, 15.19, and 14.88 × 107 mol−1 dm3), Gibbs free energy (−40.21, −44.51, and −45.01 kJ mol−1), and chromism modes for H2dip, Ni(dip), and VO(dip), respectively, was used to examine the interaction mechanisms of Ni(dip) and VO(dip), attributing the increased binding affinity to ct-DNA in comparison with H2dip. The antioxidant potential was examined for H2dip, Ni(dip), and VO(dip) within SOD (superoxide dismutase) and DPPH (2,2-diphenyl-1-picrylhydrazyl) assays, reporting respectable antioxidant reactivity. Ni(dip) and VO(dip) chelating catalysts represented superior catalytic oxidative activity for 1,2-cyclooctene (unsaturated hydrocarbons, CyO) using hydrogen peroxide in a homogenous manner. At 80°C, the yield percentage of selective epoxy-cyclooctane (CyOO) was 90% after 3 h and 93% after 3 h in acetonitrile (the best solvent) using Ni(dip) and VO(dip), respectively. The disparity in optimum actions for these catalysts pertained to the differences in their electronegativity and Lewis's acidity, with a suggested mechanistic pathway.

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三齿肼-喹喔啉配体的镍(II)和氧钒(II)螯合物的生物学和催化评估
通过2-羟基-1-萘醛(H2dip)与2-羟基-1-萘醛(H2dip)的缩合反应,生成了一种三齿单碱腙-喹啉配体。以1:1的摩尔比考察了H2dip与Ni(II)和V (IV)离子的配位能力,分别合成了Ni(dip)和VO(dip)两种不同的配合物。化学结构经多种光谱技术验证。表征包括碳、氢和氮元素分析以及磁性和电导率行为的评估。研究了H2dip(有机分子)及其Ni(II)和V (IV)螯合剂对三种特定细菌/真菌类型以及三种已建立的人类癌细胞系的抑制作用,并比较了Ni(dip)和VO(dip)与其自由配体(H2dip)的结构影响。本研究旨在确定Ni(II)和V (IV)离子的性质及其金属螯合物的结构对H2dip、Ni(dip)和VO(dip)对ct-DNA(小牛胸腺DNA)的结合亲和力的影响,这取决于粘度/分光光度法在性状上的变化。此外,通过对H2dip、Ni(dip)和VO(dip)的结合常数(13.12、15.19和14.88 × 107 mol−1 dm3)、吉布斯自由能(- 40.21、- 44.51和- 45.01 kJ mol−1)和显色模式的评估,研究了Ni(dip)和VO(dip)的相互作用机制,发现与H2dip相比,Ni(dip)和VO(dip)对ct-DNA的结合亲和力增加。在SOD(超氧化物歧化酶)和DPPH(2,2-二苯基-1-picrylhydrazyl)实验中检测了H2dip、Ni(dip)和VO(dip)的抗氧化能力,报告了良好的抗氧化活性。Ni(dip)和VO(dip)螯合催化剂在过氧化氢均相作用下对1,2-环烯(不饱和烃,CyO)具有较好的催化氧化活性。在80℃条件下,以Ni(dip)和VO(dip)为溶剂,在乙腈(最佳溶剂)中,反应3 h后,选择性环氧环辛烷(CyOO)的收率分别为90%和93%。这些催化剂的最佳作用的差异与它们的电负性和刘易斯酸度的差异有关,并提出了一种机制途径。
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来源期刊
Applied Organometallic Chemistry
Applied Organometallic Chemistry 化学-无机化学与核化学
CiteScore
7.80
自引率
10.30%
发文量
408
审稿时长
2.2 months
期刊介绍: All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.
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