Synthesis and self-assembly of perylene-cored poly(amidoamine) dendrimers with poly[2-(dimethylamino)ethyl methacrylate]-modified arms as fluorescent bio-imaging probes and doxorubicin carriers

IF 4.3 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY

Materials Chemistry and Physics Pub Date : 2024-10-22 DOI:10.1016/j.matchemphys.2024.130075

Marzieh Golshan , Mahshid Akbari-Meinagh , Ali Akbar Alizadeh , Mehdi Salami-Kalajahi

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Abstract

A poly(amidoamine) (PAMAM) dendrimer is prepared using a divergent method, with perylene-3,4,9,10-tetracarboxylic diimide (PTCDI) as luminescent core. The peripheral amines are modified using α-bromoisobutyryl bromide, allowing the dendrimers to act as macroinitiators for the synthesis of poly[2-(dimethylamino)ethyl methacrylate] (PDMAEMA) through atom transfer radical polymerization (ATRP) with three different degrees of polymerization. The successful synthesis is verified by conducting a range of analyses, including Fourier-transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (¹H NMR) spectroscopy, and X-ray diffraction (XRD). Additionally, the impact of changes in solution pH on the self-assembly of dendrimers is explored. Field emission scanning electron microscopy (FE-SEM) and dynamic light scattering (DLS) showed unique morphologies, including spherical micelles and cubic-hexagonal structures, at varying pH levels. The self-assembled dendrimers are utilized to load doxorubicin (DOX) and the drug release kinetics are studied under various conditions. The biocompatibility of the dendrimers is assessed using the MTT assay against SH-SY5Y cells. Additionally, higher dendrimer generations improved the solubility, compatibility, and fluorescent properties of the core. The dendrimers' capacity for cellular uptake and fluorescence imaging is also evaluated using SH-SY5Y cells, demonstrating their effectiveness in live-cell fluorescence imaging.

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具有聚[2-(二甲基氨基)乙基甲基丙烯酸酯]修饰臂的过烯芯聚酰胺树枝状聚合物的合成与自组装，可用作荧光生物成像探针和多柔比星载体

以过烯-3,4,9,10-四羧酸二亚胺（PTCDI）为发光核心，采用发散法制备了一种聚（氨基胺）（PAMAM）树枝状聚合物。外围胺使用α-溴异丁酰溴进行修饰，使树枝状聚合物能够作为大引发剂，通过原子转移自由基聚合（ATRP）以三种不同的聚合度合成聚[2-（二甲基氨基）乙基甲基丙烯酸酯]（PDMAEMA）。通过进行一系列分析，包括傅立叶变换红外（FT-IR）光谱、质子核磁共振（1H NMR）光谱和 X 射线衍射（XRD），验证了合成的成功。此外，还探讨了溶液 pH 值变化对树枝状聚合物自组装的影响。场发射扫描电子显微镜（FE-SEM）和动态光散射（DLS）显示了不同 pH 值下的独特形态，包括球形胶束和立方六边形结构。利用自组装树枝状聚合物负载多柔比星（DOX），并研究了各种条件下的药物释放动力学。利用针对 SH-SY5Y 细胞的 MTT 试验评估了树枝状聚合物的生物相容性。此外，树枝状聚合物代数越高，核心的溶解性、相容性和荧光特性就越好。还使用 SH-SY5Y 细胞评估了树枝状聚合物的细胞摄取和荧光成像能力，证明了它们在活细胞荧光成像中的有效性。

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来源期刊

Materials Chemistry and Physics 工程技术-材料科学：综合

CiteScore

8.70

自引率

4.30%

发文量

1515

审稿时长

69 days

期刊介绍： Materials Chemistry and Physics is devoted to short communications, full-length research papers and feature articles on interrelationships among structure, properties, processing and performance of materials. The Editors welcome manuscripts on thin films, surface and interface science, materials degradation and reliability, metallurgy, semiconductors and optoelectronic materials, fine ceramics, magnetics, superconductors, specialty polymers, nano-materials and composite materials.