Chitosan-lactose (CHLac) derivatives obtained by Maillard reaction, characterization, physic-chemical properties and cytotoxicity activity

ARATA BADANO JOAQUÍN; ROSSI Y E; VANDEN BRABER NOELIA L.; BOHL LUCIANA P.; PORPORATTO, CARINA; FALCONE RUBÉN D

Simposio; XVI Latin-American Polymer Symposium (SLAP 2018), XIV Iberoamerican Polymer Congress (CIP 2018); 2018

Chitosan (ChNat) is a linear polysaccharide formed by β-1→4 glucosamine and N-acetyl-glucosamine units derived from deacetylation of chitin. Is a non-toxic, biocompatible, antioxidant, among other properties. Its widely used as carrier of drugs and bioactive agents in micro and nano-systems.2 However, uses of this polymer its limited because of its low solubility at neutral and alkaline pH. Therefore, extensive chemical modifications have been employed. Grafting with carbohydrates demonstrates to improved solubility since the incorporation of hydrophilic moieties. Maillard reaction (MR) is a non-enzymatic, intermolecular condensation reaction between amino and carbonyl groups. This reaction results an easy, eco-friendly and biocompatible way to obtain derivatives. Taking this background, modifications of Ch using lactose have been proposal. FT-IR spectra of Ch shows two bands at 1660 cm-1 and 1595 cm-1 corresponding to νC=O of amides and δN-H of amines respectively. Band at 1660 cm-1 shifts to 1630 cm-1 corresponding to νC=N, indicating imine formation. Band corresponding to δN-H shifts to 1560 cm-1, indicating Amadori?s rearrangement products. Comparing products spectra with of Ch, bands between 1000-1200 cm-1 show more intensity which corresponds with carbohydrates addition to chitosan structure. SLS results show a decrease in Mw of derivatives indicating hydrolytic behavior of MR and solubility was improved for both derivatives. G. Ying obtained similar results.