Water-soluble inclusion complex of fullerene with γ-cyclodextrin polymer for photodynamic therapy

被引:57
作者
Zhang, Wang [1 ,2 ,3 ]
Gong, Xiangdong [1 ]
Liu, Chang [4 ]
Piao, Yuanzhe [2 ]
Sun, Yun [4 ]
Diao, Guowang [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China
[2] Seoul Natl Univ, Grad Sch Convergence Sci & Technol, Seoul 151742, South Korea
[3] Adv Inst Convergence Technol, Suwon 443270, South Korea
[4] Yangzhou Univ, Coll Med, Yangzhou 225002, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
SINGLET OXYGEN GENERATION; BETA-CYCLODEXTRIN; PHOTOPHYSICAL PROPERTIES; STATE PROPERTIES; C-60; DERIVATIVES; DRUG; KERATINOCYTES; NANOPARTICLES; ADSORPTION;
D O I
10.1039/c4tb00560k
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
A stable aqueous inclusion complex of fullerene (C60) with macromolecules (C60 concentration as high as 3 x 10(-4) mol L-1) was achieved by a one-step strategy using gamma-cyclodextrin polymer (gamma-CDP). The inclusion complex of C60 with gamma-CDP (C60-gamma-CDP) was characterized by ultraviolet-visible, Raman and H-1-NMR spectroscopies, powder X-ray diffraction analysis, and thermogravimetric analysis. The supramolecular interactions and the equilibrium constant for a 1:2 (C60 : CD unit in gamma-CDP) complex of C60 with gamma-CDP were studied. Under ultraviolet A (UVA) irradiation C60-gamma-CDP in water could generate singlet oxygen, which was detected by electron paramagnetic resonance spectroscopy. We also evaluated the cytotoxicities of C60-gamma-CDP, and investigated the phototoxicity of C60-gamma-CDP and pristine C60 toward B16-F10 melanoma cells. The cell viability test showed that C60-gamma-CDP had a significantly higher photodynamic ability than that of the pristine C60 under UVA irradiation. This work demonstrated both a CDP-functionalized strategy for enhancing the water-solubility and phototoxicity of fullerenes for applications in cancer photodynamic therapy, as well as remediating the negative biological effects of pristine fullerenes.
引用
收藏
页码:5107 / 5115
页数:9
相关论文
共 51 条
[1]   PHOTOPHYSICAL PROPERTIES OF C60 [J].
ARBOGAST, JW ;
DARMANYAN, AP ;
FOOTE, CS ;
RUBIN, Y ;
DIEDERICH, FN ;
ALVAREZ, MM ;
ANZ, SJ ;
WHETTEN, RL .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (01) :11-12
[2]   C60 Pyrrolidine Bis-carboxylic Acid Derivative as a Versatile Precursor for Biocompatible Fullerenes [J].
Aroua, Safwan ;
Schweizer, W. Bernd ;
Yamakoshi, Yoko .
ORGANIC LETTERS, 2014, 16 (06) :1688-1691
[3]   Singlet oxygen phosphorescence photosensitized in nano-aggregates of C60 buckminsterfullerene is insensitive to solvent and quenchers and strongly red-shifted indicating highly polarizable interior [J].
Bilski, Piotr ;
Zhao, Baozhong ;
Chignell, Colin F. .
CHEMICAL PHYSICS LETTERS, 2008, 458 (1-3) :157-160
[4]   Fullerene derivatives: an attractive tool for biological applications [J].
Bosi, S ;
Da Ros, T ;
Spalluto, G ;
Prato, M .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (11-12) :913-923
[5]   Adsorption, desorption and condensation of nitrobenzene solution from active carbon: A comparison of two cyclodextrins and two surfactants [J].
Chen, Ming ;
Cui, Lei ;
Li, Chunhui ;
Diao, Guowang .
JOURNAL OF HAZARDOUS MATERIALS, 2009, 162 (01) :23-28
[6]   β-Cyclodextrin polymer functionalized reduced-graphene oxide: Application for electrochemical determination imidacloprid [J].
Chen, Ming ;
Meng, Yang ;
Zhang, Wang ;
Zhou, Jun ;
Xie, Ju ;
Diao, Guowang .
ELECTROCHIMICA ACTA, 2013, 108 :1-9
[7]   Cyclodextrin-based bioactive supramolecular assemblies [J].
Chen, Yong ;
Liu, Yu .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) :495-505
[8]   C60 aminofullerene-magnetite nanocomposite designed for efficient visible light photocatalysis and magnetic recovery [J].
Choi, Yeoseon ;
Ye, Youngjin ;
Mackeyev, Yuri ;
Cho, Min ;
Lee, Sanghyup ;
Wilson, Lon J. ;
Lee, Jinwoo ;
Alvarez, Pedro J. J. ;
Choi, Wonyong ;
Lee, Jaesang .
CARBON, 2014, 69 :92-100
[9]   Advances in singlet oxygen chemistry [J].
Clennan, EL ;
Pace, A .
TETRAHEDRON, 2005, 61 (28) :6665-6691
[10]   The stability of cyclodextrin complexes in solution [J].
Connors, KA .
CHEMICAL REVIEWS, 1997, 97 (05) :1325-1357