Preparation and characterization of soluble branched ionic β-cyclodextrins and their inclusion complexes with triclosan

Flor Gómez-Galván, Leyre Pérez-Álvarez, Janire Matas, Arturo Álvarez-Bautista, Joana Poejo, Catarina M. Duarte, Leire Ruiz-Rubio, Jose Luis Vila-Vilela, Luis M. León

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

This study aims to synthesize, characterize and investigate the water solubility and cytotoxicity of branched anionic/cationic β-cyclodextrins (bβCDs) obtained by reaction with epichlorohydrin and chloroacetic acid or choline chloride, respectively, by a single step polycondensation reaction. Obtained ionic bβCDs were investigated as an attempt to comparatively study anionic and cationic bβCDs. Water solubility of both ionic derivatives was similar (400 mg/mL) at neutral and basic pHs and remarkably higher than that of their neutral homologues. Additionally, a pH-dependent solubility of anionic bβCDs was observed. Cytotoxicity of ionic bβCDs was evaluated on Human colon carcinoma Caco-2 cells and high cell viability (>99%) was observed in the range of 0-100 mg/mL for anionic and cationic samples, in the same range of that of neutral and parent β-CDs. Additionally, complexes formation capacity with triclosan, a poor water soluble antimicrobial agent, was confirmed by several techniques observing a complexation limit around 4 mg/mL for both systems and higher stability constant for anionic bβCDs than cationic derivatives.

Original languageEnglish
Pages (from-to)149-157
Number of pages9
JournalCarbohydrate Polymers
Volume142
DOIs
Publication statusPublished - 20 May 2016

Keywords

  • Branched ionic cyclodextrins
  • Cytotoxicity
  • Epichlorohydrin
  • Water solubility

Fingerprint Dive into the research topics of 'Preparation and characterization of soluble branched ionic β-cyclodextrins and their inclusion complexes with triclosan'. Together they form a unique fingerprint.

Cite this