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Synthesis, photocrosslinking, and self-assembly of coumarin-anchored poly(amidoamine) dendrimer for smart drug delivery system
European Polymer Journal ( IF 5.8 ) Pub Date : 2021-08-10 , DOI: 10.1016/j.eurpolymj.2021.110686
Reza Pashaei-Sarnaghi 1 , Faezeh Najafi 1 , Ameneh Taghavi-Kahagh 1 , Mehdi Salami-Kalajahi 1 , Hossein Roghani-Mamaqani 1
Affiliation  

Light-responsive polymers are of great interest today due to their various applications, especially in the field of drug delivery. In this work, poly(amidoamine) dendrimer with ethylenediamine core up to the fourth generation has been synthesized. Then, the terminal amine groups of the dendrimer have been conjugated to different amounts of 7-(carboxymethoxy)-4-methylcoumarin. 7-(Carboxymethoxy)-4-methylcoumarin has been synthesized by the reaction between 4-methylumbelliferone and ethyl bromoacetate. The synthesis of different structures has been confirmed using FTIR and 1H NMR spectroscopies. Also, the fluorescence properties of dendrimer-coumarin nanoparticles have been investigated by fluorescence microscopy. Synthesized hybrids have been exposed to self-assembly process and then crosslinked under UV light irradiation. Spherical morphology was observed for self-assembled specimens before and after crosslinking in nanometer dimensions by FE-SEM. The crosslinked samples had smaller particle sizes than the non-crosslinked samples, and the particle size was increased with increasing coumarin moieties. Moreover, dendrimer-coumarin samples were assembled in aqueous solution after crosslinking and morphologies were studied by FE-SEM images. The synthesized supramolecular structures before and after crosslinking were used as nanocarriers of DOX and release behavior was investigated at pH = 1 and 7.4 and under 254 nm-UV-light irradiation. Results showed that low pH value and irradiation of UV light resulted in more cumulative drug release.



中文翻译:

用于智能给药系统的香豆素锚定聚(酰胺胺)树枝状聚合物的合成、光交联和自组装

光响应聚合物由于其各种应用,特别是在药物输送领域,如今备受关注。在这项工作中,已经合成了具有乙二胺核的第四代聚(酰氨基胺)树枝状聚合物。然后,树枝状聚合物的末端胺基与不同量的 7-(羧基甲氧基)-4-甲基香豆素缀合。7-(羧基甲氧基)-4-甲基香豆素是由4-甲基伞形酮和溴乙酸乙酯反应合成的。不同结构的合成已使用 FTIR 和1H NMR光谱。此外,还通过荧光显微镜研究了树枝状大分子香豆素纳米颗粒的荧光特性。合成的杂化物经过自组装过程,然后在紫外线照射下交联。通过FE-SEM观察纳米尺寸交联前后自组装样品的球形形态。交联的样品比非交联的样品具有更小的粒径,并且粒径随着香豆素部分的增加而增加。此外,交联后在水溶液中组装树枝状大分子 - 香豆素样品,并通过 FE-SEM 图像研究形貌。将交联前后合成的超分子结构用作 DOX 的纳米载体,并在 pH = 1 和 7 下研究释放行为。4 和 254 nm 紫外光照射下。结果表明,低 pH 值和紫外线照射导致更多的累积药物释放。

更新日期:2021-08-17
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