Composites Containing Fullerenes and Polysaccharides: Green and Facile Synthesis, Biocompatibility, and Antimicrobial Activity

被引:19
作者
Duri, Simon [1 ]
Harkins, April L. [1 ]
Frazier, Anna J. [1 ]
Tran, Chieu D. [1 ]
机构
[1] Marquette Univ, Dept Chem, 535 N 14th St, Milwaukee, WI 53233 USA
关键词
Ionic liquid; Cellulose; Chitosan; Cyclodextrin; Antibiotic-resistant bacteria; Chronic infected wounds; CHITOSAN-CELLULOSE COMPOSITE; SENSITIVE DETECTION; IONIC LIQUIDS; C-60; DERIVATIVES; ANTIBACTERIAL; CYCLODEXTRIN; IMIDAZOLIUM; COMPLEX; CARBON;
D O I
10.1021/acssuschemeng.7b00715
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
By use of a green and simple ionic liquid, butylmethylimidazolium chloride (BMIm(+)Cl(-)) as a sole solvent, we developed a novel, green, and simple method to synthesize biocompatible composites containing polysaccharides (cellulose (CEL), chitosan (CS), and gamma-cyclodextrin (gamma-TCD)) and fullerene derivatives (amino-C-60 and hydroxy-C-60). The composites obtained (100%CEL, 100%CS, [CEL+gamma-TCD] and [CS+gamma-TCD]) readily adsorb amino-C-60 and hydroxy-C-60. Kinetics and adsorption isotherm results indicate that the fullerene derivatives physically adsorbed onto the surface of the CEL-based composites and subsequently desorbed from the composites when they were soaked in water. Conversely, because both fullerene derivatives strongly adsorbed onto the surface and subsequently diffused into the pores within the matrix of the CS-based composites, it was possible to synthesize (CS+amino-C-60), (CS+hydroxy-C-60), (CS +gamma-TCD+amino-C-60), and (CS+gamma-TCD+hydroxyl-C-60) composites. Microbial assay results show that adding gamma-TCD, amino-C-60, and/or hydroxyl-C-60 to CS substantially increases the composite's ability to reduce the growth of antibiotic-resistant bacteria such as Vancomycin-resistant Enterococcus (VRE). Biocompatibility assays indicate that hydroxy-C-60 and amino-Co are not cytotoxic to humans when encapsulated into CS composites. Taken together, the (CS+gamma-TCD+fullerene) composites are well suited for various applications ranging from dressing to treat chronically infected wounds to nonlinear optics, biosensors, and therapeutic agents.
引用
收藏
页码:5408 / 5417
页数:10
相关论文
共 41 条
[31]   Mechanical Properties of Conjugated Polymers and Polymer-Fullerene Composites as a Function of Molecular Structure [J].
Savagatrup, Suchol ;
Makaram, Aditya S. ;
Burke, Daniel J. ;
Lipomi, Darren J. .
ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (08) :1169-1181
[32]   Simulations of docking C60 in β-Cyclodextrin [J].
Seridi, Lynda ;
Boufelfel, Ahmed .
JOURNAL OF MOLECULAR LIQUIDS, 2011, 162 (02) :69-77
[33]   Rationally Designed Polymer Hosts of Fullerene [J].
Stuparu, Mihaiela C. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (30) :7786-7790
[34]   Cationic fullerenes are effective and selective antimicrobial photosensitizers [J].
Tegos, GP ;
Demidova, TN ;
Arcila-Lopez, D ;
Lee, H ;
Wharton, T ;
Gali, H ;
Hamblin, MR .
CHEMISTRY & BIOLOGY, 2005, 12 (10) :1127-1135
[35]   One-Pot Synthesis of Biocompatible Silver Nanoparticle Composites from Cellulose and Keratin: Characterization and Antimicrobial Activity [J].
Tran, Chieu D. ;
Prosenc, Franja ;
Franko, Mladen ;
Benzi, Gerald .
ACS APPLIED MATERIALS & INTERFACES, 2016, 8 (50) :34791-34801
[36]   Recyclable synthesis, characterization, and antimicrobial activity of chitosan-based polysaccharide composite materials [J].
Tran, Chieu D. ;
Duri, Simon ;
Harkins, April L. .
JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 2013, 101 (08) :2248-2257
[37]   Chitosan-cellulose composite materials: Preparation, Characterization and application for removal of microcystin [J].
Tran, Chieu D. ;
Duri, Simon ;
Delneri, Ambra ;
Franko, Mladen .
JOURNAL OF HAZARDOUS MATERIALS, 2013, 252 :355-366
[38]   NMR study of solid C-60 (gamma-cyclodextrin)(2) [J].
Tseng, WY ;
Chen, YH ;
Khairullin, II ;
Cheng, SF ;
Hwang, LP .
SOLID STATE NUCLEAR MAGNETIC RESONANCE, 1997, 8 (04) :219-229
[39]   SOLUBILIZATION OF FULLERENES INTO WATER WITH POLYVINYLPYRROLIDONE APPLICABLE TO BIOLOGICAL TESTS [J].
YAMAKOSHI, YN ;
YAGAMI, T ;
FUKUHARA, K ;
SUEYOSHI, S ;
MIYATA, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (04) :517-518
[40]   Antibacterial activity of cyclodextrins against Bacillus strains [J].
Zhang, Hui-Min ;
Li, Zhijun ;
Uematsu, Katsuyuki ;
Kobayashi, Tohru ;
Horikoshi, Koki .
ARCHIVES OF MICROBIOLOGY, 2008, 190 (05) :605-609