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作为交替配体的尿囊素和茚三酮的某些金属配合物的合成、物理化学表征、生物学评估及分子对接研究

Synthesis, Physicochemical Characterization, Biological Assessment, and Molecular Docking Study of Some Metal Complexes of Alloxan and Ninhydrin as Alterdentate Ligands.

作者信息

Masoud Mamdouh S, Yacout Galila A, Abd-El-Khalek Bassant A, Ramadan Ahmed M

机构信息

Chemistry Department, Faculty of Science, Alexandria University, P.O. Box 426, Alexandria, 21321 Egypt.

Biochemistry Department, Faculty of Science, Alexandria University, P.O. Box 21511, Alexandria, Egypt.

出版信息

J Inorg Organomet Polym Mater. 2023 Apr 30:1-18. doi: 10.1007/s10904-023-02661-5.

DOI:10.1007/s10904-023-02661-5
PMID:37359388
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10149045/
Abstract

UNLABELLED

A series of transition metal complexes of alloxan monohydrate (HL) and ninhydrin (HL) have been prepared where metal ions are Fe(III), Co(II), Ni(II), Cu(II), Zr(IV), and Mo(VI). Different microanalytical techniques, spectroscopic methods, and magnetic studies were applied to assign the mode of bonding and elucidate the structure of complexes. All solid complexes are of 1:1 (M:L) stoichiometry and octahedral geometry except nickel (II) complexes exist in a tetrahedral geometry. FTIR spectral interpretation reveals that HL coordinates to the central metal ion in a bidentate ON pattern, whereas HL behaves as an alterdentate ligand through hydroxyl oxygen and carbonyl oxygen either C(1) = O or C(3) = O. The thermal behavior of some complexes was followed up to 700 °C by different techniques (TGA, DTA, and DSC) where decomposition stages progress in complicated mechanisms and are ended by the formation of metal oxide residue. Besides, biological screening involving antioxidant, antibacterial, and antifungal for ligands and some of their complexes was done. Moreover, four examined metal complexes displayed anticancer activity against hepatocellular carcinoma cells (HepG-2) but to different degrees. According to the IC values, Cu-ninhydrin complex, [Cu(HL)(HO)].Cl has a better potency impact in comparison with cisplatin which was used as a reference control. This is in harmony with the molecular docking simulation outcomes that predicted a good binding propensity of the Cu-ninhydrin complex with hepatocellular carcinoma protein (). Therefore, the Cu-ninhydrin complex should be deemed as a potential chemotherapeutic agent for hepatocellular cancer.

SUPPLEMENTARY INFORMATION

The online version contains supplementary material available at 10.1007/s10904-023-02661-5.

摘要

未标注

制备了一系列一水合四氧嘧啶(HL)和茚三酮(HL)与金属离子Fe(III)、Co(II)、Ni(II)、Cu(II)、Zr(IV)和Mo(VI)形成的过渡金属配合物。采用了不同的微量分析技术、光谱方法和磁性研究来确定键合模式并阐明配合物的结构。除了镍(II)配合物为四面体几何构型外,所有固体配合物的化学计量比均为1:1(M:L)且为八面体几何构型。傅里叶变换红外光谱(FTIR)光谱解释表明,HL以双齿ON模式与中心金属离子配位,而HL通过羟基氧和羰基氧(C(1)=O或C(3)=O)作为交替配体。通过不同技术(热重分析(TGA)、差示热分析(DTA)和差示扫描量热法(DSC))对一些配合物的热行为进行了跟踪,直至700°C,其中分解阶段以复杂的机制进行,并以金属氧化物残渣的形成为结束。此外,还对配体及其一些配合物进行了抗氧化、抗菌和抗真菌的生物筛选。此外,四种被检测的金属配合物对肝癌细胞(HepG-2)显示出不同程度的抗癌活性。根据半数抑制浓度(IC)值,铜-茚三酮配合物[Cu(HL)(HO)].Cl与用作参考对照的顺铂相比具有更好的药效影响。这与分子对接模拟结果一致,该结果预测铜-茚三酮配合物与肝癌蛋白具有良好的结合倾向。因此,铜-茚三酮配合物应被视为肝癌的潜在化疗药物。

补充信息

在线版本包含可在10.1007/s10904-023-02661-5获取的补充材料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/de6458fdc491/10904_2023_2661_Fig12_HTML.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/de6458fdc491/10904_2023_2661_Fig12_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/c837f51ddb50/10904_2023_2661_Fig1_HTML.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/cbb196fc2a7e/10904_2023_2661_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/ad3e0bdeac74/10904_2023_2661_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/a521f99be472/10904_2023_2661_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/da425b19cab8/10904_2023_2661_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/78ffbd53c792/10904_2023_2661_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/90ef12a4d6d4/10904_2023_2661_Fig9_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/f27c59adb35d/10904_2023_2661_Fig10_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/2672771ec16c/10904_2023_2661_Fig11_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f661/10149045/de6458fdc491/10904_2023_2661_Fig12_HTML.jpg

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