二价锌的新型四氮杂环席夫碱配合物:微波辅助绿色合成、光谱表征、密度泛函理论计算、分子对接研究、体外抗菌和抗癌活性。

IF 4.1 3区 生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
Mamta, Ashu Chaudhary
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引用次数: 0

摘要

在本手稿中,通过微波辐照法和传统方法,ZnCl2 与来自二酮和二胺的大环配体(N4MacL1-N4MacL3)反应,合成了新型大环希夫碱配合物 [Zn(N4MacL1)Cl2-Zn(N4MacL3)Cl2]。通过傅立叶变换红外光谱(FT-IR)、核磁共振(NMR)、高分辨质谱(HR-MS)、粉末 X 射线衍射、摩尔电导率和紫外可见光等多种光谱方法确定了所获配合物的结构。在密度泛函理论(DFT)计算中,使用 B3LYP 水平的 def2-TZV/J 和 def2-SVP/J 库仑拟合基础集优化了合成化合物的结构。与大环席夫碱配体相比,大环席夫碱配体对革兰氏阳性菌(金黄色葡萄球菌和蜡样芽孢杆菌)、革兰氏阴性菌(大肠杆菌和野油菜黄单胞菌)和真菌菌株(镰刀菌和白色念珠菌)具有更高的活性。此外,还评估了新合成的大环化合物对三种细胞系的抗癌活性:A549(人肺泡腺癌上皮细胞系)、HT-29(人结直肠腺癌细胞系)和 MCF-7(人乳腺癌细胞系)。结果表明,大环复合物[Zn(N4MacL3)Cl2]的细胞毒性活性最高(对 A549、HT-29 和 MCF-7 癌细胞株的毒性活性分别为 2.23 ± 0.25 µM、6.53 ± 0.28 µM 和 7.40 ± 0.45 µM)。此外,还进行了分子对接研究,以阐明合成的大环化合物与靶蛋白之间潜在的分子相互作用。结果表明,对接计算与实验数据一致。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Novel tetraaza macrocyclic Schiff base complexes of bivalent zinc: microwave-assisted green synthesis, spectroscopic characterization, density functional theory calculations, molecular docking studies, in vitro antimicrobial and anticancer activities

Novel tetraaza macrocyclic Schiff base complexes of bivalent zinc: microwave-assisted green synthesis, spectroscopic characterization, density functional theory calculations, molecular docking studies, in vitro antimicrobial and anticancer activities

Novel tetraaza macrocyclic Schiff base complexes of bivalent zinc: microwave-assisted green synthesis, spectroscopic characterization, density functional theory calculations, molecular docking studies, in vitro antimicrobial and anticancer activities

In the present manuscript, novel macrocyclic Schiff base complexes [Zn(N4MacL1)Cl2–Zn(N4MacL3)Cl2] were synthesized by the reaction of ZnCl2 and macrocyclic ligands (N4MacL1–N4MacL3) derived from diketone and diamines under microwave irradiation method and conventional method. The structures of the obtained complexes were identified by various spectrometric methods such as Fourier transformation infra-red (FT-IR), nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HR-MS), powder X-ray diffraction, molar conductivity, and UV–vis. The structures of the synthesized compounds were optimized by using the def2–TZV/J and def2–SVP/J Coulomb fitting basis sets at B3LYP level in density functional theory (DFT) calculations. The macrocyclic Schiff base complexes exhibited higher activities against Gram-positive bacteria (Staphylococcus aureus and Bacillus cereus), Gram-negative bacteria (Escherichia coli and Xanthomonas campestris), and fungal strains (Fusarium oxysporum and Candida albicans) in comparison to macrocyclic Schiff base ligands. Furthermore, the newly synthesized macrocyclic compounds were assessed for their anticancer activity against three cell lines: A549 (human alveolar adenocarcinoma epithelial cell line), HT-29 (human colorectal adenocarcinoma cell line), and MCF-7 (human breast adenocarcinoma cell line) using the MTT assay. The obtained results showed that the macrocyclic complex [Zn(N4MacL3)Cl2] displayed the highest cytotoxic activity (2.23 ± 0.25 µM, 6.53 ± 0.28 µM, and 7.40 ± 0.45 µM for A549, HT-29, and MCF-7 cancer cell lines, respectively). Additionally, molecular docking investigations were conducted to elucidate potential molecular interactions between the synthesized macrocyclic compounds and target proteins. The results revealed a consistent agreement between the docking calculations and the experimental data.

Graphical abstract

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来源期刊
Biometals
Biometals 生物-生化与分子生物学
CiteScore
5.90
自引率
8.60%
发文量
111
审稿时长
3 months
期刊介绍: BioMetals is the only established journal to feature the important role of metal ions in chemistry, biology, biochemistry, environmental science, and medicine. BioMetals is an international, multidisciplinary journal singularly devoted to the rapid publication of the fundamental advances of both basic and applied research in this field. BioMetals offers a forum for innovative research and clinical results on the structure and function of: - metal ions - metal chelates, - siderophores, - metal-containing proteins - biominerals in all biosystems. - BioMetals rapidly publishes original articles and reviews. BioMetals is a journal for metals researchers who practice in medicine, biochemistry, pharmacology, toxicology, microbiology, cell biology, chemistry, and plant physiology who are based academic, industrial and government laboratories.
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