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新型查尔酮衍生物与膜模型系统和人血清白蛋白的荧光相互作用。

Fluorescence interactions of a novel chalcone derivative with membrane model systems and human serum albumin.

机构信息

Faculty of Arts and Sciences, Department of Chemistry, Erzincan BinaliYıldırım University, Erzincan, Turkey.

Faculty of Pharmacy, Department of Analytical Chemistry, Karadeniz Technical University, Trabzon, Turkey.

出版信息

Biophys Chem. 2022 Nov;290:106879. doi: 10.1016/j.bpc.2022.106879. Epub 2022 Aug 27.

DOI:10.1016/j.bpc.2022.106879
PMID:36049453
Abstract

A novel chalcone derivative (4-(5-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl) phenol (PDP) was synthesized, characterized and investigated for its potential as a fluorescent probe. The structure of the synthesized molecule was determined by FTIR, H NMR, C NMR and LC-MS/MS. The interactions of PDP with fluorescent dyes in aqueous SDS environment and HSA were studied by using fluorescence resonance energy transfer (FRET) technique and steady-state and time-resolved fluorescence spectroscopy techniques. In addition, the cytotoxic effects of PDP against various cell lines (MCF -7, HT -29, and 3 T3-L1) as well as their corresponding healthy cell lines were tested by MTT assay and visualization of FRET efficiency of PDP in vitro was monitored by confocal microscopy. MTT assay showed that PDP has no significant cytotoxic effect on HT -29 cancer cells and moderate cytotoxicity on MCF -7 and 3 T3-L1 cells even at a concentration of 250 μM. Combining confocal microscopes with the FRET technique showed that PDP significantly stained the cytoplasm of MCF -7 cell lines. These results suggest that PDP could be used in fluorescence microscopy for cell staining.

摘要

一种新型查尔酮衍生物(4-(5-(吡啶-2-基)-4,5-二氢-1H-吡唑-3-基)苯酚(PDP)被合成、表征,并研究其作为荧光探针的潜力。通过傅里叶变换红外光谱(FTIR)、核磁共振氢谱(1H NMR)、核磁共振碳谱(13C NMR)和液质联用(LC-MS/MS)确定了合成分子的结构。利用荧光共振能量转移(FRET)技术以及稳态和时间分辨荧光光谱技术研究了 PDP 与水溶液中 SDS 环境和 HSA 中荧光染料的相互作用。此外,通过 MTT 测定法测试了 PDP 对各种细胞系(MCF-7、HT-29 和 3T3-L1)及其相应的正常细胞系的细胞毒性作用,并通过共聚焦显微镜监测 PDP 在体外的 FRET 效率的可视化。MTT 测定法表明,PDP 对 HT-29 癌细胞没有明显的细胞毒性作用,即使在 250μM 的浓度下,对 MCF-7 和 3T3-L1 细胞也只有中度细胞毒性。将共聚焦显微镜与 FRET 技术相结合表明,PDP 可显著染色 MCF-7 细胞系的细胞质。这些结果表明,PDP 可用于荧光显微镜进行细胞染色。

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