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Functionalization of [60]Fullerene through photochemical reaction for Fulleropyrrolidine nanovectors synthesis: Experimental and theoretical approaches
Colloids and Surfaces B: Biointerfaces ( IF 5.4 ) Pub Date : 2020-11-12 , DOI: 10.1016/j.colsurfb.2020.111457
Nabil Omri 1 , Fathi Moussa 2 , Yuxiang Bu 1
Affiliation  

To develop novel carbon-based nanocarriers, we proposed grafting on the [60]Fullerene (C60) biologically active molecules. In this process, the formed derivatives described another approach to use photo-cycloaddition reactions for developing the third nanovector generation. As a result, the photoexcitation of C60 and azomethine ylide (AZMYtrp), with visible light, was considered as the most promising pathway to synthesize fulleropyrrolidine (FPL). After complexation with sodium cation (Na+), the error masses of FPL mono-, bis- and tris-adducts were remarkably decreased to -85.93%, -53.99% and -99.42%, respectively. The formed FPL-Na+ complexes presented a significant capacity for trapping OH and OOH free radicals. In fact, their antiradical properties increased when Na+ was bonded with the FPL-Na+ mono-adduct carbonyl oxygens. Comparing FPL bis-adducts regioisomers, under three different AZMYtrp forms, the neutral and anionic-neutral forms of FPL cis1 isomer were considered as the most reactive bis-nanocarriers with mole fractions of about 61% and 46%, respectively, in contrast to FPL-Na+, when the mixture was dominated by the anionic-neutral form of cis2 isomer with 50.34%.



中文翻译:

[60]富勒烯通过光化学反应功能化的全吡咯烷纳米载体的合成:实验和理论方法

为了开发新型的基于碳的纳米载体,我们提出了对[60]富勒烯(C60)生物活性分子的接枝。在此过程中,形成的衍生物描述了另一种使用光环加成反应开发第三代纳米载体的方法。结果,用可见光对C60和甲亚胺叶立德(AZMYtrp)进行光激发被认为是合成全吡咯烷(FPL)的最有希望的途径。与钠阳离子(Na +)络合后,FPL单加合物,双加合物和三加合物的错误质量分别降低至-85.93%,-53.99%和-99.42%。形成的FPL-Na +复合物具有很大的捕集能力 OH和OOH自由基。实际上,当Na +与FPL-Na +单加合物羰基氧键合时,它们的抗自由基性能增强。比较FPL双加合物的区域异构体,在三种不同的AZMYtrp形式下,FPL cis1异构体的中性和阴离子中性形式被认为是反应性最高的双纳米载体,与FPL相比,摩尔分数分别约为61%和46% -Na +,其中混合物以50.34%的顺式异构体的阴离子中性形式控制。

更新日期:2020-11-12
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