Synthesis and characterization of Locust Bean Gum derivatives and their application in the production of nanoparticles

Luis Braz; Ana Grenha; Marta C Corvo; João Paulo Lourenço; Domingos Ferreira; Bruno Sarmento; Ana M Rosa da Costa

doi:10.1016/j.carbpol.2017.11.052

Synthesis and characterization of Locust Bean Gum derivatives and their application in the production of nanoparticles

Carbohydr Polym. 2018 Feb 1:181:974-985. doi: 10.1016/j.carbpol.2017.11.052. Epub 2017 Nov 16.

Authors

Luis Braz¹, Ana Grenha², Marta C Corvo³, João Paulo Lourenço⁴, Domingos Ferreira⁵, Bruno Sarmento⁶, Ana M Rosa da Costa⁷

Affiliations

¹ CIQA - Centre of Research in Chemistry of Algarve, Faculty of Sciences and Technology, Campus de Gambelas, 8005-139 Faro, Portugal; Centro de Estudos e Desenvolvimento em Saúde (CESUAlg), University of Algarve, Avenida Dr. Adelino da Palma Carlos, 8000-510 Faro, Portugal; Department of Pharmaceutical Technology, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira n.° 228, 4050-313 Porto, Portugal; CBMR - Centre for Biomedical Research, University of Algarve, Faculty of Sciences and Technology, Campus de Gambelas, 8005-139 Faro, Portugal. Electronic address: lvbraz@ualg.pt.
² CBMR - Centre for Biomedical Research, University of Algarve, Faculty of Sciences and Technology, Campus de Gambelas, 8005-139 Faro, Portugal; CCMAR - Centre for Marine Sciences, University of Algarve, Campus de Gambelas, 8005-139 Faro, Portugal.
³ i3N|CENIMAT, Department of Materials Science, Faculty of Science and Technology, UNL, 2829-516 Caparica, Portugal.
⁴ CIQA - Centre of Research in Chemistry of Algarve, Faculty of Sciences and Technology, Campus de Gambelas, 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, Portugal.
⁵ Department of Pharmaceutical Technology, Faculty of Pharmacy, University of Porto, Rua de Jorge Viterbo Ferreira n.° 228, 4050-313 Porto, Portugal.
⁶ i3S, Instituto de Investigação e Inovação em Saúde, Universidade do Porto, Rua Alfredo Allen, 208, 4200-135 Porto, Portugal; INEB, Instituto de Engenharia Biomédica, Biocarrier Group, Universidade do Porto, Rua Alfredo Allen, 208, 4200-135 Porto, Portugal; Instituto de Investigação e Formação Avançada em Ciências e Tecnologias da Saúde, CESPU, Rua Central de Gandra, 1317, 4585-116 Gandra, Portugal.
⁷ CIQA - Centre of Research in Chemistry of Algarve, Faculty of Sciences and Technology, Campus de Gambelas, 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: 29254062
DOI: 10.1016/j.carbpol.2017.11.052

Abstract

The development of LBG-based nanoparticles intending an application in oral immunization is presented. Nanoparticle production occurred by mild polyelectrolyte complexation, requiring the chemical modification of LBG. Three LBG derivatives were synthesized, namely a positively charged ammonium derivative (LBGA) and negatively charged sulfate (LBGS) and carboxylate (LBGC) derivatives. These were characterized by Fourier-transform infrared spectroscopy, elemental analysis, nuclear magnetic resonance spectroscopy, gel permeation chromatography, and x-ray diffraction. As a pharmaceutical application was aimed, a toxicological analysis of the derivatives was performed by both MTT test and LDH release assay. Several nanoparticle formulations were produced using LBGA or chitosan (CS) as positively charged polymers, and LBGC or LBGS as negatively charged counterparts, producing nanoparticles with adequate properties regarding an application in oral immunization.

Keywords: Carboxylated locust bean gum; Polyelectrolyte complexation; Polymeric nanoparticles; Sulfated locust bean gum; Tetraalkylammonium locust bean gum.