Synthesis of dimethyl carbonate (DMC) based biodegradable nitrogen mustard ionic carbonate (NMIC) nanoparticles

被引:3
|
作者
Thyriyalakshmi, P. [1 ]
Radha, K. V. [1 ]
机构
[1] Anna Univ, Dept Chem Engn, Bioprod Lab, AC Tech, Madras 25, Tamil Nadu, India
来源
RSC ADVANCES | 2015年 / 5卷 / 14期
关键词
CROSS-LINKED CHITOSAN; AQUEOUS-SOLUTION; DRUG-DELIVERY; DERIVATIVES; FABRICATION; SCAFFOLDS;
D O I
10.1039/c4ra13290d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chitosan-nitrogen mustard ionic carbonate nanoparticles (C-NMIC-Nps) were fabricated for the first time by an ionotropic gelation method. The preparation of C-NMIC-Nps involved four steps. In the first step, green reagent dimethyl carbonate (DMC) reacted with 2-dimethylethanolamine (DMEA) to form bis-(2-dimethyl amino-ethyl)carbonate (DAEC). In the second step, DAEC underwent cationization with (1-chloro- 2,3 epoxy)propane to form NMIC with a stable carbonate backbone having a greater number of sorption sites. Later, NMIC was successfully cross linked with chitosan to form C-NMIC, which was later on used to form C-NMIC nanoparticles (C-NMIC-Nps) by ionotropic gelation. The chemical structure of NMIC and C-NMIC was identified by proton nuclear magnetic resonance (H-1-NMR), C-13 nuclear magnetic resonance (C-13-NMR) spectroscopy and elemental analysis. The spherical shaped, smooth and uniform distribution of the C-NMIC-Nps was observed by scanning electron microscopy (SEM) and high resolution transmission electron microscopy (HRTEM). The average particle size distribution of the C-NMIC-Nps was found to be 14.4 +/- 3.1 nm as observed using a particle size analyzer. The functional groups of DAEC, NMIC and C-NMIC were identified by Fourier transform infrared spectroscopy (FTIR). The conversion of the crystalline nature of chitosan to the amorphous state in C-NMIC-Nps was studied by X-ray diffraction (XRD). The thermal stability of the C-NMIC-Nps was confirmed by thermo gravimetric analysis (TGA). The good cell viability of C-NMIC-Nps was assessed by in vitro MTT assay using VERO cell lines. Overall, the results suggested that C-NMIC-Nps had been prepared successfully. The prepared C-NMIC-Nps will act as a nano carrier of growth factors for wound healing application.
引用
收藏
页码:10560 / 10566
页数:7
相关论文
共 50 条
  • [1] Application of dimethyl carbonate (DMC) as a gasoline additive
    Fang, Yunjin
    Xiao, Wende
    Lu, Wanzhen
    Huagong Xiandai/Modern Chemical Industry, 1998, 18 (04): : 20 - 22
  • [2] Synthesis of glycerol carbonate from glycerol and dimethyl carbonate in basic ionic liquids
    Chiappe, Cinzia
    Rajamani, Sunita
    PURE AND APPLIED CHEMISTRY, 2012, 84 (03) : 755 - 762
  • [3] Performance of ionic liquid as catalysts in the synthesis of dimethyl carbonate from ethylene carbonate and methanol
    Ju, Hye-Young
    Manju, Mamparambath Dharman
    Park, Dae-Won
    Choe, Youngson
    Park, Sang-Wook
    REACTION KINETICS AND CATALYSIS LETTERS, 2007, 90 (01): : 3 - 9
  • [4] Performance of ionic liquid as catalysts in the synthesis of dimethyl carbonate from ethylene carbonate and methanol
    Hye-Young Ju
    Mamparambath Dharman Manju
    Dae-Won Park
    Youngson Choe
    Sang-Wook Park
    Reaction Kinetics and Catalysis Letters, 2007, 90 : 3 - 9
  • [5] Glycerol carbonate synthesis from glycerol and dimethyl carbonate using guanidine ionic liquids
    Wang, Xingxing
    Zhang, Peng
    Cui, Penglei
    Cheng, Weiguo
    Zhang, Suojiang
    CHINESE JOURNAL OF CHEMICAL ENGINEERING, 2017, 25 (09) : 1182 - 1186
  • [6] Peralkylated imidazolium carbonate ionic liquids: synthesis using dimethyl carbonate, reactivity and structure
    Maton, C.
    Van Hecke, K.
    Stevens, C. V.
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (01) : 461 - 468
  • [7] Synthesis of Glycerol Carbonate from Glycerol and Dimethyl Carbonate Using Ionic Liquid Catalysts
    Miao, Changlin
    Fan, Pei
    Zhuang, Xinshu
    Wang, Zhongming
    Li, Huiwen
    Lv, Pengmei
    Yuan, Zhenhong
    JOURNAL OF BIOBASED MATERIALS AND BIOENERGY, 2016, 10 (06) : 452 - 457
  • [8] Glycerol carbonate synthesis from glycerol and dimethyl carbonate using guanidine ionic liquids
    Xingxing Wang
    Peng Zhang
    Penglei Cui
    Weiguo Cheng
    Suojiang Zhang
    Chinese Journal of Chemical Engineering, 2017, 25 (09) : 1182 - 1186
  • [9] Sulfur and Nitrogen Mustard Carbonate Analogues
    Arico, Fabio
    Chiurato, Matteo
    Peltier, Josephine
    Tundo, Pietro
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (17) : 3223 - 3228
  • [10] Reaction from Dimethyl Carbonate (DMC) to Diphenyl Carbonate (DPC). 2. Kinetics of the Reactions from DMC via Methyl Phenyl Carbonate to DPC
    Haubrock, J.
    Wermink, W.
    Versteeg, G. F.
    Kooijman, H. A.
    Taylor, R.
    Annaland, M. van Sint
    Hogendoorn, J. A.
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2008, 47 (24) : 9862 - 9870