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Synthesis and properties of novel water-soluble fullerene–glycine derivatives as new materials for cancer therapy

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Abstract

Novel water-soluble fullerene–glycine derivatives were synthesized by means of simple organic chemistry. They are completely soluble in water, yielding a clear brown solution. The products were characterized by fourier transform infrared (FTIR), ultraviolet–visible spectroscopy (UV–Vis), 1H NMR, 13C NMR, thermogravimetric analyses (TGA), and scanning electron microscopy (SEM). The assembly behavior of water-soluble fullerene–glycine derivatives was investigated by SEM. The results show that the fullerene–glycine derivatives create morphology that is sphere-like. The cytotoxicity to cancer cell lines of the fullerene–glycine derivatives was evaluated by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) and flow cytometry. The results show that fullerene–glycine derivatives exhibit mortality and apoptosis of the cells which increased with the increase of fullerene–glycine derivative concentration. The cytotoxicity mechanism of fullerene–glycine derivatives was investigated for the first time.

Graphical Abstract

Novel water-soluble fullerene–glycine derivatives were synthesized by means of simple organic chemistry. The products were characterized by FTIR, UV–Vis, 1H NMR, 13C NMR, TGA, and SEM. The bioactivities of fullerene–glycine derivative materials have been tested, and the results show that compared with the fullerene complex, the fullerene–glycine derivative materials exhibit mortality and apoptosis of the cells which increased with the increase of fullerene–glycine derivative concentration. SEM images showed the macrostructure of fullerene–glycine derivative materials was spheres.

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Acknowledgments

The Project was supported by the China Postdoctoral Science Foundation (Nos. 20080430033 and 200902090), and Tribology Science Fund of State Key Laboratory of Tribology (SKLTKF14B04).

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Authors and Affiliations

  1. Tianjin University of Science and Technology, Tianjin, 300222, China

    Guichang Jiang, Fen Yin & Jihua Duan

  2. Department of Chemistry, Tsinghua University, Beijing, 100084, China

    Guichang Jiang & Guangtao Li

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  1. Guichang Jiang
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  2. Fen Yin
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  3. Jihua Duan
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Correspondence to Guichang Jiang.

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Jiang, G., Yin, F., Duan, J. et al. Synthesis and properties of novel water-soluble fullerene–glycine derivatives as new materials for cancer therapy. J Mater Sci: Mater Med 26, 24 (2015). https://doi.org/10.1007/s10856-014-5348-4

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