Antioxidative capacity of C60 (buckminsterfullerene) and newly synthesized fulleropyrrolidine derivatives encapsulated in liposomes
Antioxidative capacity of C60 (buckminsterfullerene) and newly synthesized fulleropyrrolidine derivatives encapsulated in liposomes
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DOI：
10.1042/ba20080007
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发表时间：
2008-12-01
影响因子：
2.8
通讯作者：
Citernesi, Ugo
中科院分区：
文献类型：
--
作者：
Lens, Marko;Medenica, Ljiljana;Citernesi, Ugo
C(60)（巴克敏斯特富勒烯或富勒烯 C(60)）已被认为是一种有效的自由基清除剂。由于其高抗氧化能力，C(60)及其衍生物在需要防止细胞氧化损伤的生物系统中具有巨大的应用潜力。然而，天然 C(60) 在水中的溶解度差是其在生物系统中使用的主要缺点。为了提高富勒烯向靶组织的递送效率，通过开发保留抗氧化特性的C(60)亲水性有机衍生物和/或通过将富勒烯封装在生物相容性脂质体中来增强其水溶性是非常有意义的。在本研究中，我们利用EPR自旋捕获和自旋标记技术，研究了封装在多层磷脂中的C(60)和新合成的富勒吡咯烷衍生物Q-C(60) [N-甲基-(2-喹啉基)富勒吡咯烷(60)]和I-C(60) [N-甲基-(2-吲哚基)富勒吡咯烷(60)]的抗氧化能力脂质体。应强调去除（中心点）OH（羟基自由基）和 O(2)（中心点-）（超氧自由基）的能力以及预防脂质过氧化的能力，作为最相关的生物抗氧化参数。当新型有机富勒烯的这些参数与 C(60) 的性能进行比较时，Q-C(60) 和 I-C(60) 显示出相似甚至更好的抗氧化特性。然而，还需要进一步研究来确定这些衍生物的毒性及其体内抗氧化功效。
C(60) (buckminsterfullerene or fullerene C(60)) has been recognized an efficient free-radical scavenger. Owing to its high antioxidative capacity, C(60) and its derivatives have a great potential for application in biological systems where prevention of oxidative cell damage is desirable. However, poor solubility of native C(60) in water represents a major drawback for its use in biological systems. In order to increase the efficiency of delivery of fullerenes to target tissues it is of great interest to enhance their water solubility by developing hydrophilic organoderivatives of C(60) with retained antioxidative properties, and/or by encapsulating fullerenes in biocompatible liposomes. In the present study, using EPR spin-trapping and spin-labelling techniques, we investigated the antioxidative capacity of C(60) and newly synthesized fulleropyrrolidine derivatives Q-C(60) [N-methyl-(2-quinolyl)fulleropyrrolidine(60)] and I-C(60) [N-methyl-(2-indolyl)fulleropyrrolidine(60)] encapsulated in multilamellar phospholipid liposomes. The capacity for removal of (center dot)OH (hydroxyl radical) and O(2)(center dot-) (superoxide radical) and for the prevention of lipid peroxidation should be stressed as the most relevant biological antioxidative parameters. When these parameters for novel organofullerenes were compared with the the performance of C(60), Q-C(60) and I-C(60) showed similar, or even better, antioxidative characteristics. However, further research is required to establish the toxicity of these derivatives and their antioxidant efficacy in vivo.