具有治疗潜力和催化作用的 1,10-菲罗啉基四氮杂大环配体及其镍配合物的合成、表征和抗氧化筛选

IF 2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pure and Applied Chemistry Pub Date : 2024-07-17 DOI:10.1515/pac-2024-0212
Emmanuel C. Ohaekenyem, Ikenna Onyido
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引用次数: 0

摘要

在本研究中,我们介绍了一种新型 1,10-菲罗啉基四氮杂大环配体 5,12,25,28-tetraazaheptacyclo [14.8.4.2⁴,⁷.210,13.0⁶,11.019,27.022,26]dotriaconta-1 (25,4,6,8,10,12,16(28,17,19(27)) 的合成路线。0⁶,11.019,27.022,26]dotriaconta-1 (25),4,6,8,10,12,16(28),17,19(27),20,22(26),23,29, 31-tetradecaene, 3 及其相应的镍络合物 (28Z)-1,3,6,31-tetraaza-2-nickelaoctacyclo [17.9.3.2⁷,28.0³,16.0⁴,13.0⁵, 10.022,30.025,29]tritriaconta-4(13),5(10),6,8,11,14,16,19(31),20,22(30), 23,25(29),26,28(32)-tetradecaene, 8.配体是通过 2,9-二甲基-1,10-菲罗啉和 2,9-二甲醛-1,10-菲罗啉的缩合反应,再与镍金属络合而合成的。研究人员采用了傅立叶变换红外光谱法、气相色谱-质谱法、1H 和 13C 核磁共振谱法以及热分析法来表征配体及其镍络合物。它们的 ADMET 参数和潜在的大分子靶标计算表明它们具有治疗潜力。抗氧化试验表明,镍络合物的抗氧化能力约为配体的 9 倍,IC50 值分别为 0.045 毫克/毫升和 0.404 毫克/毫升。利用 ChemAxon Predictor 预测的微物种分布显示了它们的催化潜能。基于 1,10-菲罗啉的大环配体及其镍配合物极大地扩展了四氮大环配体体系的结构多样性,可作为开发可能的衍生物的基础配体,同时也适用于药物开发和催化。
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Synthesis, characterization and antioxidant screening of a 1,10-phenanthroline-based tetraza-macrocyclic ligand and its nickel complex with therapeutic potential and catalytic significance
In this study, we present a synthetic route for the preparation of a novel 1,10- phenanthroline-based tetraza-macrocyclic ligand, 5,12,25,28-tetraazaheptacyclo [14.8.4.2⁴,⁷.210,13.0⁶,11.019,27.022,26]dotriaconta-1 (25),4,6,8,10,12,16(28),17,19(27),20,22(26),23,29, 31-tetradecaene, 3 and its corresponding nickel complex, (28Z)-1,3,6,31-tetraaza-2-nickelaoctacyclo [17.9.3.2⁷,28.0³,16.0⁴,13.0⁵, 10.022,30.025,29]tritriaconta-4(13),5(10),6,8,11,14,16,19(31),20,22(30), 23,25(29),26,28(32)-tetradecaene, 8. The ligand was synthesized via a condensation reaction involving 2,9-dimethyl-1,10-phenanthroline and 2,9-dicarbaldehyde-1,10 phenanthroline, followed by nickel metal complexation. Fourier-transformed infrared (FT-IR) spectroscopy, gas chromatography-mass spectrometry (GC-MS), 1H and 13C nuclear magnetic resonance (NMR) spectroscopy, and thermal analyses were employed to characterize the ligand and its Ni complex. Their ADMET parameters and potential macromolecular targets calculations showed they have therapeutic potentials. The antioxidant assay shows that Ni-complex is approximately 9 times more potent than the ligand with IC50 values of 0.045 mg/ml and 0.404 mg/ml, respectively. Their microspecies distribution which was predicted using ChemAxon Predictor revealed their catalytic potentials The reaction mechanisms involved are discussed. The 1,10-phenanthroline-based macrocyclic ligand and its nickel complex significantly expand the structural diversity within the tetraza-macrocyclic ligand system and serve as base ligands for the development of possible derivatives, with concomitant applicability in drug development and catalysis.
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来源期刊
Pure and Applied Chemistry
Pure and Applied Chemistry 化学-化学综合
CiteScore
4.00
自引率
0.00%
发文量
60
审稿时长
3-8 weeks
期刊介绍: Pure and Applied Chemistry is the official monthly Journal of IUPAC, with responsibility for publishing works arising from those international scientific events and projects that are sponsored and undertaken by the Union. The policy is to publish highly topical and credible works at the forefront of all aspects of pure and applied chemistry, and the attendant goal is to promote widespread acceptance of the Journal as an authoritative and indispensable holding in academic and institutional libraries.
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