Charged pullulan derivatives for the development of nanocarriers by polyelectrolyte complexation

被引:24
作者
Dionisio, M. [1 ]
Braz, L. [2 ,3 ,4 ]
Corvo, M. [5 ,6 ]
Lourenco, J. P. [2 ,7 ,8 ]
Grenha, A. [1 ,7 ]
Rosa da Costa, A. M. [2 ,7 ]
机构
[1] Univ Algarve, Fac Sci & Technol, CBMR Ctr Biomed Res, P-8005139 Faro, Portugal
[2] Univ Algarve, CIQA Algarve Chem Res Ctr, P-8005139 Faro, Portugal
[3] Univ Algarve, Sch Hlth, P-8000510 Faro, Portugal
[4] Univ Porto, Dept Pharmaceut Technol, Fac Pharm, P-4050313 Oporto, Portugal
[5] UNL, Fac Sci & Technol, Dept Chem, UCIBIO,REQUIMTE, P-2829516 Caparica, Portugal
[6] UNL, Fac Sci & Technol, Dept Mat Sci, CENIMAT I3N, P-2829516 Caparica, Portugal
[7] Univ Algarve, Fac Sci & Technol, Dept Chem & Pharm, Campus Gambelas, P-8005139 Faro, Portugal
[8] Univ Lisbon, Inst Super Tecn, CQE, Av Rovisco Pais, P-1049001 Lisbon, Portugal
关键词
(3-6): Sulfated pullulan; Tetraalkylammonium pullulan; Polyelectrolyte complexation; CHITOSAN/CARRAGEENAN NANOPARTICLES; CHEMICAL-MODIFICATION; POLYSACCHARIDES; DELIVERY; DRUG; CARRIERS; BIOCOMPATIBILITY; GROWTH;
D O I
10.1016/j.ijbiomac.2016.01.054
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Pullulan, a neutral polysaccharide, was chemically modified in order to obtain two charged derivatives: reaction with SO3 center dot DMF complex afforded a sulfate derivative (SP), while reaction with glycidyltrimethylammonium chloride gave a quaternary ammonium salt (AP). The presence of the charged groups was confirmed by FTIR. Assessment of the positions where the reaction took place was based on H-1- and C-13 NMR (COSY, HSQC-TOCSY, HSQC-DEPT, and HMBC) experiments. Estimation of the degree of substitution (DS) was made from elemental analysis data, and further confirmed by NMR peak areas in the case of AP. These new derivatives showed the capability to condense with each other, forming nanoparticles with the ability to associate a model protein (BSA) and displaying adequate size for drug delivery applications, therefore making them good candidates for the production of pullulan-based nanocarriers by polyelectrolyte complexation. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:129 / 138
页数:10
相关论文
共 43 条
[1]   Effects of nanomaterial physicochemical properties on in vivo toxicity [J].
Aillon, Kristin L. ;
Xie, Yumei ;
El-Gendy, Nashwa ;
Berkland, Cory J. ;
Forrest, M. Laird .
ADVANCED DRUG DELIVERY REVIEWS, 2009, 61 (06) :457-466
[2]   Anticoagulant sulfated polysaccharides: Part I. Synthesis and structure-activity relationships of new pullulan sulfates [J].
Alban, S ;
Schauerte, A ;
Franz, G .
CARBOHYDRATE POLYMERS, 2002, 47 (03) :267-276
[3]   Chitosan derivatives obtained by chemical modifications for biomedical and environmental applications [J].
Alves, N. M. ;
Mano, J. F. .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2008, 43 (05) :401-414
[4]   Characterization and comparison of two novel nanosystems associated with siRNA for cellular therapy [J].
Andre, E. M. ;
Pensado, A. ;
Resnier, P. ;
Braz, L. ;
Rosa da Costa, A. M. ;
Passirani, C. ;
Sanchez, A. ;
Montero-Menei, C. N. .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2016, 497 (1-2) :255-267
[5]  
[Anonymous], RAD PROCESSING TECHN
[6]   Polysaccharide-Modified Synthetic Polymeric Biomaterials [J].
Baldwin, Aaron D. ;
Kiick, Kristi L. .
BIOPOLYMERS, 2010, 94 (01) :128-140
[7]   Glass transition and physical properties of polyol-plasticised pullulan-starch blends at low moisture [J].
Biliaderis, CG ;
Lazaridou, A ;
Arvanitoyannis, I .
CARBOHYDRATE POLYMERS, 1999, 40 (01) :29-47
[8]   Pullulan: biosynthesis, production, and applications [J].
Cheng, Kuan-Chen ;
Demirci, Ali ;
Catchmark, Jeffrey M. .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2011, 92 (01) :29-44
[9]   Pullulan-based nanoparticles as carriers for transmucosal protein delivery [J].
Dionisio, Marita ;
Cordeiro, Clara ;
Remunan-Lopez, Carmen ;
Seijo, Begona ;
da Costa, Ana M. Rosa ;
Grenha, Ana .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2013, 50 (01) :102-113
[10]   Carbohydrate structural determination by NMR spectroscopy: Modern methods and limitations [J].
Duus, JO ;
Gotfredsen, CH ;
Bock, K .
CHEMICAL REVIEWS, 2000, 100 (12) :4589-+