Antonio J. Galera-Carrillo, Elizabeth Torres-Párraga, Antonio Franconetti, Francisca Cabrera-Ecribano
Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, C/Profesor García González 1, 41012 Sevilla, España
Contact email: agalera@us.es
Chitosan is a biodegradable, biocompatible and non-toxic natural polymer derived from chitin. It presents a structure that provides with a wide number of features which could be interesting for its applicability in different fields. On the other hand, polyphenolic compounds, such as hydroxytyrosol, have shown a marked anti-inflammatory and antioxidant properties directly related to cardiovascular diseases, neurodegeneration, metabolic syndrome or cancer.
Preparation of a serie of chitosan derivates, particulary polyphenolic systems, will be described in this work. This purpose will be carried out by taking advantage of the reactivity of chitosan´s amino group. These new compounds consist of quaternized salts with structure of pyrylium or quinolinium salts depending on they were synthesized by reaction of chitosan with polyphenolic pyrylium salts or polyhydroxysubstituted 3-desoxyanthocianines salts respectively . Pyrylium and anthocyanin salts used to obtain such systems were previously synthesized by means of a methodology optimized by this group. It consists of using ortho, meta and/or para-substituted acetophenones as well as ortho, meta and / or para-substituted benzaldehyde in the presence of a Lewis acid, which mediates in the dehydration and cyclation process.
All the new compounds have been characterized by NMR and MS techniques. Finally, in order to study the applicability of these compounds, photophysical properties, antioxidant capacity and glutathione peroxidase mimetics will be studied.
The authors thank the Junta de Andalucía (2011/FQM-142, and Project P09-AGR-4597); Spanish Ministerio de Economía, Industria y Competitividad (MINECO), Spain (CTQ2016-78703-P); A. J. Galera-Carrillo also thanks Universidad de Sevilla (PEJUS-2, 2017-2-EJ-070) for funding support. The authors also thank the CITIUS, Universidad de Sevilla, for the facilities.
