Charged pullulan derivatives for the development of nanocarriers by polyelectrolyte complexation

M Dionísio; L Braz; M Corvo; J P Lourenço; A Grenha; A M Rosa da Costa

doi:10.1016/j.ijbiomac.2016.01.054

Charged pullulan derivatives for the development of nanocarriers by polyelectrolyte complexation

Int J Biol Macromol. 2016 May:86:129-38. doi: 10.1016/j.ijbiomac.2016.01.054. Epub 2016 Jan 19.

Authors

M Dionísio¹, L Braz², M Corvo³, J P Lourenço⁴, A Grenha⁵, A M Rosa da Costa⁶

Affiliations

¹ CBMR-Centre for Biomedical Research, Faculty of Sciences and Technology, University of Algarve, 8005-139 Faro, Portugal. Electronic address: maritadionisio@gmail.com.
² CIQA-Algarve Chemistry Research Centre, University of Algarve, 8005-139 Faro, Portugal; School of Health-University of Algarve, 8000-510 Faro, Portugal; Department of Pharmaceutical Technology, Faculty of Pharmacy, University of Porto, 4050-313 Porto, Portugal. Electronic address: lvbraz@ualg.pt.
³ UCIBIO, REQUIMTE, Department of Chemistry, and CENIMAT/I3N, Department of Materials Science, Faculty of Science and Technology, UNL, 2829-516 Caparica, Portugal. Electronic address: marta.corvo@fct.unl.pt.
⁴ CIQA-Algarve Chemistry Research Centre, University of Algarve, 8005-139 Faro, Portugal; Department of Chemistry and Pharmacy, Faculty of Science and Technology, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal; CQE-Centro de Química Estrutural, Instituto Superior Técnico, University of Lisbon, Av. Rovisco Pais, 1049-001 Lisboa, Portugal. Electronic address: jlouren@ualg.pt.
⁵ CBMR-Centre for Biomedical Research, Faculty of Sciences and Technology, University of Algarve, 8005-139 Faro, Portugal; Department of Chemistry and Pharmacy, Faculty of Science and Technology, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal. Electronic address: amgrenha@ualg.pt.
⁶ CIQA-Algarve Chemistry Research Centre, University of Algarve, 8005-139 Faro, Portugal; Department of Chemistry and Pharmacy, Faculty of Science and Technology, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal. Electronic address: amcosta@ualg.pt.

PMID: 26800902
DOI: 10.1016/j.ijbiomac.2016.01.054

Abstract

Pullulan, a neutral polysaccharide, was chemically modified in order to obtain two charged derivatives: reaction with SO3(.)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 (1)H- and (13)C 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.

Keywords: (3–6): Sulfated pullulan; Polyelectrolyte complexation; Tetraalkylammonium pullulan.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cattle
Cell Line
Cell Survival / drug effects
Drug Carriers / chemical synthesis
Drug Carriers / chemistry*
Drug Carriers / toxicity
Drug Stability
Glucans / chemical synthesis
Glucans / chemistry*
Glucans / toxicity
Hydrogen Bonding
Muramidase / metabolism
Nanoparticles*
Polyelectrolytes / chemistry
Quaternary Ammonium Compounds / chemistry
Serum Albumin, Bovine / chemistry
Static Electricity
Sulfates / chemistry

Substances

Drug Carriers
Glucans
Polyelectrolytes
Quaternary Ammonium Compounds
Sulfates
Serum Albumin, Bovine
pullulan
Muramidase