Department of Chemistry and the Tsinghua Center for Frontier Polymer Research, Tsinghua University, Beijing, 100084, People's Republic of China.
Key Laboratory of Organic Optoelectronic and Molecular Engineering of the Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, People's Republic of China.
ACS Appl Mater Interfaces. 2020 Apr 8;12(14):16104-16113. doi: 10.1021/acsami.0c01669. Epub 2020 Mar 24.
Fullerenes are known as highly efficient scavengers for reactive oxygen species (ROSs). In this study, a carnosine-modified fullerene derivative (C-Car) was synthesized via a one-step nucleophilic addition reaction. C-Car forms nanoparticles (NPs) readily in water at neutral pH and room temperature through self-assembly. The C-Car NPs were found to possess good water solubility, biocompatibility, and excellent ROSs scavenging capability. The scavenging efficiency of ROSs is as high as 92.49% and significantly better than that of hydroxyfullerene (C-OH NPs, 70.92%) and l-carnosine. Furthermore, C-Car NPs showed strong cytoprotective ability against HO-induced damage to the normal human fetal hepatocyte cells (L-02) and human epidermal keratinocytes-adult (HEK-a) cells at a lower concentration of 2.5 μM. In contrast, C-OH NPs showed a minor cytoprotective effect on cells at a high concentration of 10 μM. The excellent properties of such a fullerene derivative, C-Car, can be attributed largely to the involvement of l-carnosine with biological activity and antioxidant property, which make it better for biomedicine, and it may provide a new strategy for mitigating acute oxidative stress based on fullerene materials.
富勒烯被称为高效的活性氧(ROS)清除剂。在这项研究中,通过一步亲核加成反应合成了一种牛磺酸修饰的富勒烯衍生物(C-Car)。C-Car 可在中性 pH 值和室温下通过自组装轻易在水中形成纳米颗粒(NPs)。研究发现,C-Car NPs 具有良好的水溶性、生物相容性和出色的 ROS 清除能力。ROS 的清除效率高达 92.49%,明显优于羟基富勒烯(C-OH NPs,70.92%)和牛磺酸。此外,C-Car NPs 在低浓度 2.5 μM 时对 HO 诱导的正常人类胎儿肝细胞(L-02)和人表皮角质形成细胞-成人(HEK-a)细胞损伤表现出很强的细胞保护作用。相比之下,C-OH NPs 在高浓度 10 μM 时对细胞的保护作用较小。这种富勒烯衍生物 C-Car 的优异性能主要归因于具有生物活性和抗氧化性能的牛磺酸的参与,这使其更适用于生物医学领域,为基于富勒烯材料减轻急性氧化应激提供了新策略。