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苯并呋喃衍生物修饰的氧化石墨烯纳米复合材料:物理化学表征及其与细菌和肿瘤细胞的相互作用

Benzofurazan derivatives modified graphene oxide nanocomposite: Physico-chemical characterization and interaction with bacterial and tumoral cells.

作者信息

Tudose Madalina, Anghel Elena Maria, Hristea Elena Nusa, Voicescu Mariana, Somacescu Simona, Culita Daniela C, Musuc Adina M, Dumitrascu Florea, Hanganu Anamaria, Kuncser Andrei, Zorila Florina Lucica, Alexandru Mioara, Acasandrei Maria Adriana, Savu Diana Iulia

机构信息

"Ilie Murgulescu" Institute of Physical Chemistry, 202 Splaiul Independentei, 060021 Bucharest, Romania.

"Ilie Murgulescu" Institute of Physical Chemistry, 202 Splaiul Independentei, 060021 Bucharest, Romania.

出版信息

Mater Sci Eng C Mater Biol Appl. 2021 Apr;123:112028. doi: 10.1016/j.msec.2021.112028. Epub 2021 Mar 10.

DOI:10.1016/j.msec.2021.112028
PMID:33812643
Abstract

Two novel graphene oxide-benzofuran derivatives composites were obtained through the covalent immobilization of [4-hydrazinyl-7nitrobenz-[2,1,3-d]-oxadiazole (NBDH) and respectively, N1-(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)benzene-1,2-diamine (NBD-PD), on graphene oxide. This covalent functionalization was achieved by activating the carboxylic groups on the surface of graphene oxide by the reaction with thionyl chloride followed by coupling with the amino group of benzofurazane derivatives to obtain the NBD derivatives grafted on graphene oxide. The formation of new materials was check by Raman spectroscopy, fluorescence, infrared spectroscopy and X-ray photoelectron spectroscopy, thermal analysis, scanning electron microscopy, and elemental mapping. The antimicrobial effect of the new composites was evaluated on Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa, both on planktonic and adherent biofilm populations. The cytotoxic effects of the materials on human colon cancer HCT-116 cell line and the normal human fibroblast BJ cell line were evaluated by investigating cell viability and membrane integrity. Apoptosis and colony forming ability of tumor cells were also investigated following exposure to new materials. The biological results of this study have shown that the new materials have potential in combating biofilm formation and also, the tested materials induced cytotoxicity in human colon cancer HCT-116 cell line with limited effects on normal BJ fibroblasts, suggesting their antitumor potential.

摘要

通过将[4-肼基-7-硝基苯并-[2,1,3-d]-恶二唑(NBDH)和N1-(7-硝基苯并[c][1,2,5]恶二唑-4-基)苯-1,2-二胺(NBD-PD)]分别共价固定在氧化石墨烯上,获得了两种新型的氧化石墨烯-苯并呋喃衍生物复合材料。这种共价功能化是通过使氧化石墨烯表面的羧基与亚硫酰氯反应进行活化,随后与苯并呋咱衍生物的氨基偶联,从而得到接枝在氧化石墨烯上的NBD衍生物来实现的。通过拉曼光谱、荧光、红外光谱、X射线光电子能谱、热分析、扫描电子显微镜和元素映射对新材料的形成进行了检测。评估了新型复合材料对金黄色葡萄球菌、大肠杆菌和铜绿假单胞菌的浮游菌和附着生物膜群体的抗菌效果。通过研究细胞活力和膜完整性,评估了这些材料对人结肠癌HCT-116细胞系和正常人成纤维细胞BJ细胞系的细胞毒性作用。在接触新材料后,还研究了肿瘤细胞的凋亡和集落形成能力。这项研究的生物学结果表明,这些新材料在对抗生物膜形成方面具有潜力,而且,所测试的材料在人结肠癌HCT-116细胞系中诱导了细胞毒性,对正常的BJ成纤维细胞影响有限,表明它们具有抗肿瘤潜力。

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