A new unsaturated derivative of hyaluronic acid - Synthesis, analysis and applications

Radovan Buffa; Petra Šedová; Ivana Basarabová; Tomáš Bobula; Pavlína Procházková; Hana Vágnerová; Iva Dolečková; Soňa Moravčíková; Lenka Hejlová; Vladimír Velebný

doi:10.1016/j.carbpol.2017.01.071

A new unsaturated derivative of hyaluronic acid - Synthesis, analysis and applications

Carbohydr Polym. 2017 May 1:163:247-253. doi: 10.1016/j.carbpol.2017.01.071. Epub 2017 Jan 21.

Affiliations

¹ Contipro a.s., Dolní Dobrouč 401, 56102, Czechia. Electronic address: buffa@contipro.com.
² Contipro a.s., Dolní Dobrouč 401, 56102, Czechia.

PMID: 28267503
DOI: 10.1016/j.carbpol.2017.01.071

Abstract

Hyaluronic acid (HA) containing CC double bond in positions 4 and 5 of N-acetyl-glucosamine ring (ΔHA) is an unique material, which could be used for biomedical applications and cosmetics. The main advantage of the CC double bond is its ability to react with a wide range of oxidation agents. Location of the CC double bond directly on the glucopyranose ring allows to change the chemical capabilities and simultaneously to mimic the intrinsic physical properties of HA without introduction of linkers or other substances. The synthesis, structural analysis and basic chemical and biological characteristics of this novel biopolymer are described in details. In vitro cytotoxicity assays showed selective activity of ΔHA against cancer cell lines in comparison with standard human fibroblasts so this material has great potential in the field of anticancer drugs.

Keywords: Addition; Anticancer; Antioxidation; Hyaluronan; Oxidation.