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-芳基钯配合物的自由基清除活性及对酶催化氧化的抑制作用

Free Radical Scavenging Activity and Inhibition of Enzyme-Catalyzed Oxidation by -aryl-Palladium Complexes.

作者信息

Etsè Koffi Sénam, Harrad Mohamed Anouar, Etsè Kodjo Djidjolé, Zaragoza Guillermo, Demonceau Albert, Mouithys-Mickalad Ange

机构信息

Laboratory of Macromolecular Chemistry and Organic Catalysis, Department of Chemistry, University of Liège, Sart-Tilman (B.6a), 4000 Liège, Belgium.

Laboratory of Medicinal Chemistry, Center for Interdisciplinary Research on Medicines (CIRM), University of Liège, Quartier Hôpital B36 Av. Hippocrate 15, 4000 Liège, Belgium.

出版信息

Molecules. 2025 Feb 28;30(5):1122. doi: 10.3390/molecules30051122.

DOI:10.3390/molecules30051122
PMID:40076345
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11901561/
Abstract

Herein, nine square planar -arylbis(triphenylphosphine)palladium halides (PdX(PPh)Ar) were synthesized and fully characterized. The molecular structure of two complexes ( and ) have been determined by both X-ray diffraction and described thanks to Hirshfeld surface analysis. Investigation of the antioxidant activities showed that most of the complexes exhibit a strong dose-dependent radical scavenging activity towards DPPH radical as well as in the ABTS radical scavenging test. Complexes [PdI(PPh)(4-MeOCH)] and [PdCl(PPh)(4-MeOCH)] showed the highest activity in the DPPH assay with EC values of 1.14 ± 0.90 and 1.9 ± 0.87 µM, respectively. In contrast, for the ABTS assay, quercetin (5.56 ± 0.97 µM) was slightly more efficient than the three complexes (5.78 ± 0.98 µM), (7.01 ± 0.98 µM), and (11.12 ± 0.94 µM). The use of kinetic studies as a powerful parameter shows that complexes , , and displayed the best antioxidant efficiency. The antioxidant effect of the nine palladium complexes has been also evaluated on the enzyme-catalyzed oxidation of the L012 probe (using HRP/HO) by using a chemiluminescence technique. As with the last model, complexes , , and showed the best activity, with EC50 values of 3.56 ± 1.87, 148 0.71, and 5.8 ± 2.60 µM, respectively. Interestingly, those complexes (, , and ) even exhibited a higher dose-dependent activity than the quercetin (7.06 ± 2.56 µM) used as a standard. Taken together, the combined results reveal that the antiradical and enzyme (HRP) inhibitory activity of complexes decrease following the ligand order of -OMePh > -OAcPh >> Ph.

摘要

在此,合成了九种平面正方形的芳基双(三苯基膦)钯卤化物(PdX(PPh)Ar)并对其进行了全面表征。通过X射线衍射确定了两种配合物(和)的分子结构,并借助 Hirshfeld 表面分析对其进行了描述。抗氧化活性研究表明,大多数配合物在 DPPH 自由基清除试验以及 ABTS 自由基清除试验中均表现出强烈的剂量依赖性自由基清除活性。配合物[PdI(PPh)(4-MeOCH)]和[PdCl(PPh)(4-MeOCH)]在 DPPH 测定中表现出最高活性,EC 值分别为 1.14±0.90 和 1.9±0.87 μM。相比之下,在 ABTS 测定中,槲皮素(5.56±0.97 μM)比三种配合物(5.78±0.98 μM)、(7.01±0.98 μM)和(11.12±0.94 μM)略有效。将动力学研究作为一个有力参数使用表明,配合物、和表现出最佳的抗氧化效率。还通过化学发光技术评估了九种钯配合物对 L012 探针(使用 HRP/HO)的酶催化氧化的抗氧化作用。与最后一个模型一样,配合物、和表现出最佳活性,EC50 值分别为 3.56±1.87、148 0.71 和 5.8±2.60 μM。有趣的是,那些配合物(、和)甚至表现出比用作标准的槲皮素(7.06±2.56 μM)更高的剂量依赖性活性。综合来看,这些结果表明,配合物的抗自由基和酶(HRP)抑制活性按照配体顺序 -OMePh > -OAcPh >> Ph 降低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/3e5c9f9f90d4/molecules-30-01122-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/2fe2db40f77f/molecules-30-01122-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/5f9c4015868d/molecules-30-01122-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/af30bf5af6d1/molecules-30-01122-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/3e5c9f9f90d4/molecules-30-01122-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/2fe2db40f77f/molecules-30-01122-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/5f9c4015868d/molecules-30-01122-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/af30bf5af6d1/molecules-30-01122-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8437/11901561/3e5c9f9f90d4/molecules-30-01122-g004.jpg

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